Preparation of α-l-Rhamnobiosides by Open and Conventional Glycosylations for Studies of the rHPL Lectin
Synlett DOI: 10.1055/s-0039-1690710 To study the effect of oligosaccharides on biological systems (e.g., carbohydrate–lectin interactions), chemical synthesis of the desired carbohydrate derivatives is highly desirable, but it is usually a very complicated task. Most of the stereo- and regioselective glycosylation reactions are carried out by using protected acceptors and donors. At the same time, open glycosylation (use of an unprotected acceptor) may shorten the reaction pathway, if sufficient selectivity can be achieved between the acceptor hydroxyl groups. Toward synthesis of higher oligomers and multivalent deri...
Source: Synlett - October 10, 2019 Category: Chemistry Authors: Demeter, Fruzsina Balogh, T ímea Fu, Tse-Kai Chang, Margaret Dah-Tsyr Lee, Yuan-Chuan Borb ás, Anikó Herczeg, Mih ály Tags: letter Source Type: research

Diethyl Phosphite Promoted Electrochemical Oxidation of Tetrahydroisoquinolines to 3,4-Dihydroisoquinolin-1(2H)-ones
Synlett DOI: 10.1055/s-0039-1690704 A diethyl phosphite mediated electrochemical oxidation strategy for the synthesis of 3,4-dihydroisoquinolin-1(2H)-ones from tetrahydroisoquinolines under mild conditions has been developed. This protocol provides an environmentally friendly and simple way for the construction of C=O bonds in an undivided cell unit. [...] © Georg Thieme Verlag Stuttgart · New YorkArticle in Thieme eJournals: Table of contents  |  Abstract  |  Full text (Source: Synlett)
Source: Synlett - October 9, 2019 Category: Chemistry Authors: Xie, Wenxia Gong, Bowen Ning, Shulin Liu, Nian Zhang, Zhuoqi Che, Xin Zheng, Lianyou Xiang, Jinbao Tags: letter Source Type: research

A General Synthesis of Benzoazepinoindoles – A New Class of Heterocycles
Synlett DOI: 10.1055/s-0039-1690700 A new class of heterocyclic compounds, namely the benzoazepinoindolones, has been synthesised through a base-catalysed cyclisation reaction of 1,4-bis(2-aminophenyl)-2-phenylbutane-1,4-dione derivatives and features the prominent seven-membered azepine ring moiety. This synthesis has considerable scope for the rapid generation of more complex structures and is inexpensive and generally applicable. [...] © Georg Thieme Verlag Stuttgart · New YorkArticle in Thieme eJournals: Table of contents  |  Abstract  |  Full text (Source: Synlett)
Source: Synlett - October 9, 2019 Category: Chemistry Authors: Dobrowolski, Jeremy C. Nguyen, Duyen H.T. Fraser, Benjamin H. Bhadbhade, Mohan Black, David StC. Kumar, Naresh Tags: letter Source Type: research

Simple Apparatus for Adding Small Amounts of Powder Materials under an Inert Atmosphere
Synlett DOI: 10.1055/s-0039-1690689 Addition of reactants under an inert atmosphere is a fundamental but extremely important technique in synthetic chemistry. Although this is achievable in many cases by using a glove box or a Schlenk-and-syringe technique, the direct addition of powder (solid) materials without contamination by air or moisture has been difficult, especially in the later stages of a reaction. Here, we offer a simple and small apparatus to realize powder addition with easy handling. Use of this apparatus permitted one-pot glycosylation reactions that required extremely dry conditions to be performed in a hi...
Source: Synlett - October 8, 2019 Category: Chemistry Authors: Karak, Milandip Joh, Yohei Khodjaniyazov, Khamid U. Sagdullaev, Shamansur S. Oishi, Tohru Torikai, Kohei Tags: new tools Source Type: research

Silver-Promoted Versatile Cross-Dehydrogenative Coupling of Quinaldine with Usual Ethers
Synlett DOI: 10.1055/s-0039-1690697 The application of small molecules as synthetic blocks is a field of great meaning and full of challenges, especially the use of inert ether molecules, such as THF as starting materials. A versatile and easily handled cross-dehydrogenative coupling between ethers and quinaldine is reported here. Compared to the developed reaction, Selectfluor is used as a mild oxidant, and a variety of functional groups are tolerated. Nitrogen protection, anhydrous systems, and external base are not needed, making this method a convenient route to functional heterocycles. [...] © Georg Thieme V...
Source: Synlett - October 7, 2019 Category: Chemistry Authors: Wang, Shoufeng Fan, Yafei Zhao, Huaiqing Wang, Jianfeng Zhang, Shuxiang Wang, Wengui Tags: letter Source Type: research

[2+2] Photocycloaddition of 3-Alkoxycoumarins with C60
Synlett DOI: 10.1055/s-0039-1690698 The [2+2] cycloaddition of 3-alkoxycoumarins with C60 proceeded stereoselectively under photoirradiation conditions to produce a new class of fullerene fused oligocyclic cyclobutane products. This reaction seems to progress via radical ion pair intermediates that arise from the SET processing of 3-alkoxycoumarins with the excited form of C60. [...] © Georg Thieme Verlag Stuttgart · New YorkArticle in Thieme eJournals: Table of contents  |  Abstract  |  Full text (Source: Synlett)
Source: Synlett - October 7, 2019 Category: Chemistry Authors: Ueda, Mitsuhiro Hayama, Miho Hashishita, Hiroyuki Tags: letter Source Type: research

Preparation of Bicyclic Ketal Skeletons with Aldehyde and α-Ketone Acid through Cascade Friedel–Crafts Reaction and Stereoselective Acetalization in One Pot
Synlett DOI: 10.1055/s-0039-1690696 Bicyclic ketal skeletons are important structure fragments that are frequently contained in natural products. A novel tandem Friedel–Crafts reaction and subsequent stereoselective acetalization were developed with readily available aldehyde and ketone acid. The reaction proceeded smoothly in the presence of catalytic Brønsted acid and afforded the corresponding product with moderate yield and high stereoselectivity. [...] © Georg Thieme Verlag Stuttgart · New YorkArticle in Thieme eJournals: Table of contents  |  Abstract  |&nbs...
Source: Synlett - October 7, 2019 Category: Chemistry Authors: Li, Ling Wang, Ying-wei Zhang, Shi-qi Deng, Xiong-fei Li, Guang-xun Zhao, Gang Tang, Zhuo Tags: letter Source Type: research

Hydrogen-Bond-Promoted Metal-Free Hydroamination of Alkynes
Synlett DOI: 10.1055/s-0039-1690988 An original metal-free regio- and stereoselective intermolecular hydroamination of alkynes is described. Various (E)-enamines were obtained from arylacetylenes and aliphatic secondary amines in the presence of ethylene glycol as a solvent. The latter is assumed to play a major role in the mechanism through hydrogen bonding and proton exchange. [...] © Georg Thieme Verlag Stuttgart · New YorkArticle in Thieme eJournals: Table of contents  |  Abstract  |  Full text (Source: Synlett)
Source: Synlett - October 7, 2019 Category: Chemistry Authors: Bahri, Janet Tanbouza, Nour Ollevier, Thierry Taillefer, Marc Monnier, Florian Tags: letter Source Type: research

Cluster Preface: Metathesis Reactions beyond Olefins
Synlett 2019; 30: 1952-1953 DOI: 10.1055/s-0039-1690296 studied at the ETH Zurich from 2003–2012, earning a B.Sc. in biology, an M.Sc. in chemical biology and a Ph.D. in organic chemistry working with Prof. Erick M. Carreira. After a postdoc with Prof. Robert H. Grubbs at CalTech, he led an independent Max Planck Research Group from 2014–2018 at the Max-Planck-Institut für Kohlenforschung, Germany. Since July 2018, he is a tenured Associate Professor at the ETH Zurich where he holds a chair in synthetic organic chemistry. His independent research program targets the development of new concepts in catalysis...
Source: Synlett - October 7, 2019 Category: Chemistry Authors: Morandi, Bill Tags: cluster Source Type: research

Cluster Cover Page
Synlett 2019; 30: 1950-1951 DOI: 10.1055/s-0039-1690029 [...] © Georg Thieme Verlag KG Stuttgart · New YorkArticle in Thieme eJournals: Table of contents  |  Abstract (Source: Synlett)
Source: Synlett - October 7, 2019 Category: Chemistry Tags: cluster Source Type: research

Linked PDF of Table of Contents
Synlett 2019; 30: V- DOI: 10.1055/s-0039-1690030 © Georg Thieme Verlag Stuttgart · New YorkArticle in Thieme eJournals: Table of contents (Source: Synlett)
Source: Synlett - October 7, 2019 Category: Chemistry Tags: table of contents Source Type: research

Iodonium-Catalyzed Carbonyl –Olefin Metathesis Reactions
Synlett DOI: 10.1055/s-0039-1690297 The carbonyl–olefin metathesis reaction has become increasingly important in organic synthesis due to its versatility in functional group interconversion chemistry. Recent developments in the field have identified a number of transition-metal and organic Lewis acids as effective catalysts for this reaction. Herein, we report the use of simple organic compounds such as N-iodosuccinimide or iodine monochloride to catalyze the carbonyl–olefin metathesis process under mild reaction conditions. This work broadens the scope of this chemical transformation to include iodonium source...
Source: Synlett - October 1, 2019 Category: Chemistry Authors: Oss, Giulia Nguyen, Thanh Vinh Tags: cluster Source Type: research

Probing the Reactivity of 2,4-Dichlorofuro[3,4-d]pyrimidin-7-one: A Versatile and Underexploited Scaffold to Generate Substituted or Fused Pyrimidine Derivatives
Synlett DOI: 10.1055/s-0039-1690205 Herein, we describe the results of our investigation on the chemical reactivity and versatility of a poorly explored scaffold: 2,4-dichlorofuro[3,4-d]pyrimidin-7-one (3). Highly functionalized pyrimidines can be obtained with a divergent approach by reacting the key intermediate 3 with different amine nucleophiles under carefully controlled reaction conditions. The set-up of a microwave-assisted one-pot, two- or three-step protocol to rapidly generate 2,4,5,6-tetrasubstituted or fused pyrimidines is also reported. [...] © Georg Thieme Verlag Stuttgart · New YorkArticle i...
Source: Synlett - September 24, 2019 Category: Chemistry Authors: Vincetti, Paolo Costantino, Gabriele Martina, Maria Grazia Radi, Marco Tags: letter Source Type: research

Diene Synthesis by the Reductive Transposition of 1,2-Allenols
Synlett DOI: 10.1055/s-0039-1690692 Monoalkyl diazene species are versatile intermediates that have enabled many useful synthetic transformations in complex chemical environments. Herein we report the reductive transposition of 1,2-allenols for the direct synthesis of dienes through an alkene walk process. [...] © Georg Thieme Verlag Stuttgart · New YorkArticle in Thieme eJournals: Table of contents  |  Abstract  |  Full text (Source: Synlett)
Source: Synlett - September 24, 2019 Category: Chemistry Authors: Rinaolo, Vincent J. Robinson, Emily E. Diagne, Abdallah B. Schaus, Scott E. Thomson, Regan J. Tags: letter Source Type: research

Discovery of Novel Approach for Regioselective Synthesis of Thioxotriaza-Spiro Derivatives via Oxalic Acid
Synlett DOI: 10.1055/s-0039-1690204 A vital approach for the synthesis of a range of novel thioxotriaza-spiro derivatives is described. These new heterocyclic systems are obtained via oxalic acid catalyzed reaction of α,β-unsaturated ketones in the presence of 5,6-diamino-2-mercaptopyrimidine-4-ols; thus, spiro rings are constructed in one step. Notably, this transformation involves condensation of an amino group followed by enamine reaction with alkenes and subsequent reaction promoted by oxalic acid to afford spiro compounds with excellent regioselectivity. [...] © Georg Thieme Verlag Stuttgart &midd...
Source: Synlett - September 24, 2019 Category: Chemistry Authors: Gopinatha, Vindya K. Swarup, Hassan A. Raghavan, Sathees C. Mantelingu, Kempegowda Rangappa, Kanchugarakoppal S. Tags: letter Source Type: research

Asymmetric Synthesis of 2,3,6-Trisubstituted Piperidines via Baylis –Hillman Adducts and Lithium Amide through Domino Reaction
Synlett DOI: 10.1055/s-0039-1690990 A convenient asymmetric synthesis of methyl (2S,3S,6R)-6-(4-fluorophenyl)-2-(4-hydroxyphenyl)-piperidine-3-carboxylate is described, starting from Baylis–Hillman adducts. The route involves a domino process: allylic acetate rearrangement, stereoselective Ireland–Claisen rearrangement and asymmetric Michael addition, which provides a δ-amino acid derivative with full stereochemical control. A subsequent chemoselective transformation of one of the side-chain groups allows an effective cyclization leading to biologically interesting polysubstituted piperidines in which the...
Source: Synlett - September 24, 2019 Category: Chemistry Authors: Salgado, Mateo M. Manchado, Alejandro Nieto, Carlos T. D íez, David Garrido, Narciso M. Tags: cluster Source Type: research

Cyanide-Mediated Synthesis of Sulfones and Sulfonamides from Vinyl Sulfones
We report a facile synthesis of sulfones, β-keto sulfones, and sulfonamides from vinyl sulfones via an addition–elimination sequence where in situ generation of nucleophilic sulfinate ion is mediated by cyanide. The use vinyl sulfones renders high selectivity for S-alkylation to produce sulfones in high yields. In the presence of N-bromosuccinimide, primary and secondary amines underwent sulfonamide formation. A preliminary mechanistic study showed the formation of acrylonitrile as an innocent byproduct, without interfering with the desired reaction pathway while generating a sulfinate nucleophile. [...] ©&...
Source: Synlett - September 24, 2019 Category: Chemistry Authors: Roy, Tamal Lee, Ji-Woong Tags: cluster Source Type: research

Anti-Markovnikov Hydroazidation of Activated Olefins via Organic Photoredox Catalysis
Synlett DOI: 10.1055/s-0039-1690691 Organic azides serve as synthetically useful surrogates for primary amines, a functional group which is ubiquitous in bioactive and medicinally relevant molecules. Historically, the formal hydroazidation of simple activated olefins and styrenes has proven difficult due to the inherent propensity of these compounds to oligomerize. Herein is disclosed a method for the anti-Markovnikov hydroazidation of activated olefins, catalyzed by an organic acridinium salt under irradiation from blue LEDs. This method is applicable to a variety of substituted and terminal styrenes and several vinyl eth...
Source: Synlett - September 24, 2019 Category: Chemistry Authors: Onuska, Nicholas P. R. Schutzbach-Horton, Megan E. Rosario Collazo, Jos é L. Nicewicz, David. A. Tags: cluster Source Type: research

Transfer Hydration of Dinitriles to Dicarboxamides
We present a robust method for double transfer hydration of dinitriles to afford diamides. The transfer hydration of 1,n-dinitriles (n = 1–6) proceeds smoothly in the presence of a palladium(II) catalyst with acetamide as a water donor, affording the corresponding diamides in moderate to high yields, without involving significant side reactions such as monohydration or cyclization. The equilibrium was shifted in the forward direction by removing coproduced acetonitrile under reduced pressure. [...] © Georg Thieme Verlag Stuttgart · New YorkArticle in Thieme eJournals: Table of contents ...
Source: Synlett - September 24, 2019 Category: Chemistry Authors: Naraoka, Asuka Naka, Hiroshi Tags: cluster Source Type: research

Divergent Nickel-Catalysed Ring-Opening –Functionalisation of Cyclobutanone Oximes with Organozincs
Synlett DOI: 10.1055/s-0039-1690690 The development of a nickel-catalysed strategy for the remote alkylation, arylation, vinylation and alkynylation of nitriles is presented. The methodology uses electron-poor O-Ar cyclic oximes and organozincs as coupling partners. This redox process proceeds through the generation of an iminyl radical and its following ring-opening reaction. [...] © Georg Thieme Verlag Stuttgart · New YorkArticle in Thieme eJournals: Table of contents  |  Abstract  |  Full text (Source: Synlett)
Source: Synlett - September 24, 2019 Category: Chemistry Authors: Angelini, Lucrezia Malet Sanz, Laia Leonori, Daniele Tags: cluster Source Type: research

Trithioorthoester Exchange and Metathesis: New Tools for Dynamic Covalent Chemistry
Synlett DOI: 10.1055/s-0039-1690992 To expand the toolbox of dynamic covalent and systems chemistry, we investigated the acid-catalyzed exchange reaction of trithioorthoesters with thiols. We found that trithioorthoester exchange occurs readily in various solvents in the presence of stoichiometric amounts of strong Brønsted acids or catalytic amounts of certain Lewis acids. The scope of the exchange reaction was explored with various substrates, and conditions were identified that permit clean metathesis reactions between two different trithioorthoesters. One distinct advantage of S,S,S-orthoester exchange over O,O,...
Source: Synlett - September 18, 2019 Category: Chemistry Authors: Bothe, Michael Orrillo, A. Gast ón Furlan, Ricardo L. E. von Delius, Max Tags: cluster Source Type: research

Synform issue 2019/10
Synlett 2019; 30: A148-A161 DOI: 10.1055/s-0037-1612200 © Georg Thieme Verlag KG Stuttgart · New YorkArticle in Thieme eJournals: Table of contents (Source: Synlett)
Source: Synlett - September 16, 2019 Category: Chemistry Authors: Zanda, Matteo Tags: Synform Source Type: research

Linked PDF of Table of Contents
Synlett 2019; 30: V- DOI: 10.1055/s-0039-1690202 © Georg Thieme Verlag Stuttgart · New YorkArticle in Thieme eJournals: Table of contents (Source: Synlett)
Source: Synlett - September 16, 2019 Category: Chemistry Tags: table of contents Source Type: research

Efficient Halogenation of 2-Aminopyrazine
Synlett DOI: 10.1055/s-0039-1690183 2-Aminopyrazine was halogenated with NIS, NCS, and NBS under different reaction conditions. Chlorination and bromination were achieved with good yields by using acetonitrile as the solvent. However, iodination was only obtained in poor yields. Undoubtedly, the best conditions for both mono- and dihalogenation were the use of NBS, acetonitrile, and microwave assistance for short periods. 3,5-Dibromo-2-aminopyrazine is an excellent functionalized starting material for the synthesis of nitrogen heterocycles. [...] © Georg Thieme Verlag Stuttgart · New YorkArticle in Thieme ...
Source: Synlett - September 11, 2019 Category: Chemistry Authors: Lizano, Enric Grima, Josep Pujol, M. Dolors Tags: letter Source Type: research

Iron-Catalyzed C –H Sulfonylmethylation of Indoles in Water–PEG400
Synlett DOI: 10.1055/s-0039-1690675 An iron-catalyzed C–H sulfonylmethylation of indoles in water–PEG400 has been developed using p-toluenesulfonylmethyl isocyanide. This protocol enables direct regioselective construction of Csp2–Csp3 bond at the C3 position of indoles with a broad range of substrate compatibility in moderate to good yields, which is cost-effective and environmentally friendly. [...] © Georg Thieme Verlag Stuttgart · New YorkArticle in Thieme eJournals: Table of contents  |  Abstract  |  Full text (Source: Synlett)
Source: Synlett - September 10, 2019 Category: Chemistry Authors: Lu, Shuai Zhu, Yu-Shen Yan, Ke-Xin Cui, Tian-Wei Zhu, Xinju Hao, Xin-Qi Song, Mao-Ping Tags: letter Source Type: research

Acid-Catalyzed Synthesis of Aryl[4,5]isothiazoles through a Sulfenic Acid Pathway
Synlett DOI: 10.1055/s-0039-1690201 A new method to efficiently prepare 3-substituted aryl[4,5]isothiazoles by simply heating the starting materials with a catalytic amount of p-toluenesulfonic acid in toluene is reported. This simple procedure is well suitable for a variety of substrates that can tolerate substitution changes in the fusing aromatic ring, as well as at the 3-position. Substituted aryl rings of varying electronic properties and alkyl substitution eventually afford aryl[4,5]isothiazoles in high yields. [...] © Georg Thieme Verlag Stuttgart · New YorkArticle in Thieme eJournals: Table of cont...
Source: Synlett - September 5, 2019 Category: Chemistry Authors: Yuan, Hong Sun, Zhihua Tags: letter Source Type: research

Synthesis of a Contrapositionally Substituted Cyclohexa-meta-phenylene: A Ready-to-Use Precursor for Cyclohexa-meta-phenylene-Based Materials
Synlett DOI: 10.1055/s-0039-1690676 A contrapositionally substituted derivative of cyclohexa-meta-phenylene ([6]CMP) was synthesized by an intramolecular Yamamoto coupling reaction of an appropriate terphenyl unit containing a trimethylsilyl substituent. Iododesilylation of the trimethylsilyl groups of the product with iodine monochloride was used to incorporate iodo groups, an important functionality for metal-catalyzed coupling reactions. The iodo groups were also converted into a (pinacolato)boryl groups, another important functionality for coupling reactions. The diborylated [6]CMP is expected to be a versatile potenti...
Source: Synlett - September 5, 2019 Category: Chemistry Authors: Arshad, Ifzan Saeed, Aamer Channar, Pervaiz Ali Shehzadi, Syeda Aaliya Irfan, Rana Muhammad Tags: letter Source Type: research

Recent Advances in the Synthesis of Thiadiazoles
Conclusion [...] © Georg Thieme Verlag Stuttgart · New YorkArticle in Thieme eJournals: Table of contents  |  Abstract  |  Full text (Source: Synlett)
Source: Synlett - September 5, 2019 Category: Chemistry Authors: Xiao, Yan Sun, Song Yu, Jin-Tao Cheng, Jiang Tags: account Source Type: research

The Trouble with Five: New Synthetic Strategies toward C5 -Symmetric Pillar[5]arenes and Beyond
Synlett DOI: 10.1055/s-0037-1611921 Rim-differentiated pillar[5]arenes (P[5]s) are intriguing macrocyclic molecular platforms with C 5-symmetry, but their conventional statistical syntheses suffer from low yields and laborious separation. Our group recently reported a ‘pre-oriented’ protocol that results in highly selective production of C 5-symmetric P[5]s among four constitutional isomers. Subsequently, we devised a more general divergent synthetic route starting with a common P[5] precursor with rim differentiation, followed by a series of high-yielding reactions that permit successive transformations ...
Source: Synlett - September 3, 2019 Category: Chemistry Authors: Du, Ke Sue, Andrew C.-H. Tags: synpacts Source Type: research

Ruthenium-Catalyzed, Microwave-Mediated [2+2+2] Cycloaddition: A Useful Combination for the Synthesis of 2-Aminopyridines
Synlett DOI: 10.1055/s-0037-1611920 A ruthenium-catalyzed [2+2+2] cycloaddition between α,ω-diynes and cyanamides is reported under microwave irradiation to access 2-aminopyridines. In contrast to the classical thermal conditions, this atom-economical sustainable protocol allows access to diverse functionalized 2-aminopyridine derivatives with high yields and excellent regioselectivities in MeTHF with short reaction times. [...] © Georg Thieme Verlag Stuttgart · New YorkArticle in Thieme eJournals: Table of contents  |  Abstract  |  Full text (Source: Synlett)
Source: Synlett - September 3, 2019 Category: Chemistry Authors: Tran, C. Haddad, M. Ratovelomanana-Vidal, V. Tags: letter Source Type: research

Radical α-C–H Cyclobutylation of Aniline Derivatives
Synlett DOI: 10.1055/s-0039-1690197 A catalytic system has been developed for the direct alkylation of α-C–H bonds of aniline derivatives with strained C–C σ-bonds. This method operates through a photoredox mechanism in which oxidative formation of aminoalkyl radical intermediates enables addition to a bicyclobutane derivative, giving rise to α-cyclobutyl N-alkylaniline products. This mild system proceeds through a redox- and proton-neutral mechanism and is operational for a range of substituted arylamine derivatives. [...] © Georg Thieme Verlag Stuttgart · New YorkArticle in ...
Source: Synlett - September 3, 2019 Category: Chemistry Authors: Pratt, Cameron J. Aycock, R. Adam King, Max D. Jui, Nathan T. Tags: cluster – 9th Pacific Symposium on Radical Chemistry Source Type: research

Synform issue 2019/09
Synlett 2019; 30: A132-A147 DOI: 10.1055/s-0037-1612192 © Georg Thieme Verlag KG Stuttgart · New YorkArticle in Thieme eJournals: Table of contents (Source: Synlett)
Source: Synlett - August 29, 2019 Category: Chemistry Authors: Zanda, Matteo Tags: Synform Source Type: research

Linked PDF of Table of Contents
Synlett 2019; 30: V- DOI: 10.1055/s-0039-1689990 © Georg Thieme Verlag Stuttgart · New YorkArticle in Thieme eJournals: Table of contents (Source: Synlett)
Source: Synlett - August 29, 2019 Category: Chemistry Tags: table of contents Source Type: research

Samarium Diiodide Catalyzed Radical Cascade Cyclizations that Construct Quaternary Stereocenters
Synlett DOI: 10.1055/s-0039-1690196 SmI2-catalyzed radical cascade cyclizations were used to generate complex carbocyclic products bearing quaternary stereocenters with high selectivity. Bicyclic scaffolds containing four contiguous stereocenters and one quaternary stereocenter were obtained in excellent yields (up to 99%) and with high diastereocontrol by using 5 mol% of SmI2 at ambient temperature in the absence of co-reductants or additives. Mechanistic studies support a radical relay mechanism. [...] © Georg Thieme Verlag Stuttgart · New YorkArticle in Thieme eJournals: Table of contents  |&n...
Source: Synlett - August 28, 2019 Category: Chemistry Authors: Huang, Huan-Ming He, Qiong Procter, David J. Tags: cluster – 9th Pacific Symposium on Radical Chemistry Source Type: research

Dipeptide-Based Phosphonium Salt Catalysis: Application to Enantioselective Synthesis of Fused Tri- and Tetrasubstituted Aziridines
This article briefly discusses the recent development in asymmetric reactions (mainly including nucleophilic additions and cyclizations) promoted by chiral quaternary phosphonium salt catalysts. We expect that more catalytic asymmetric reactions will be developed on the basis of such new phase-transfer catalytic systems in the near future. [...] © Georg Thieme Verlag Stuttgart · New YorkArticle in Thieme eJournals: Table of contents  |  Abstract  |  Full text (Source: Synlett)
Source: Synlett - August 27, 2019 Category: Chemistry Authors: Wu, Jia-Hong Pan, Jianke Wang, Tianli Tags: synpacts Source Type: research

Iron-Catalyzed Radical Methylation of Activated Alkenes with tert-Butanol as the Methyl Source
Synlett DOI: 10.1055/s-0039-1690193 A free-radical-initiated methylation/addition/cyclization of N-arylacrylamides and a methylation/addition/elimination of quinines have been developed in which t-BuOH is used as a methyl source. These reactions provide effective and selective methods for the synthesis of various methylated oxindoles and quinones in moderate to good yields. [...] © Georg Thieme Verlag Stuttgart · New YorkArticle in Thieme eJournals: Table of contents  |  Abstract  |  Full text (Source: Synlett)
Source: Synlett - August 27, 2019 Category: Chemistry Authors: Xu, Zhengbao Jia, Rui Ma, Zhiwei Cao, Shouhao Shen, Liang Ji, Hongfang Tags: letter Source Type: research

Platinum-on-Carbon-Catalyzed Aqueous Oxidative Lactonization of Diols by Using Molecular Oxygen
Synlett DOI: 10.1055/s-0037-1611917 A lactonization of various diols catalyzed by platinum on carbon (Pt/C) in water under an atmosphere of molecular oxygen was developed. Derivatives of 1,4- 1,5- and 1,6-diols were transformed into the corresponding five-, six-, and seven-membered lactones by the present oxidative lactonization method. [...] © Georg Thieme Verlag Stuttgart · New YorkArticle in Thieme eJournals: Table of contents  |  Abstract  |  Full text (Source: Synlett)
Source: Synlett - August 27, 2019 Category: Chemistry Authors: Takakura, Ryoya Ban, Kazuho Sajiki, Hironao Sawama, Yoshinari Tags: letter Source Type: research

A Multifunctional HBED-Type Chelator with Dual Conjugation Capabilities for Radiopharmaceutical Development
Synlett DOI: 10.1055/s-0039-1690194 Bifunctional HBED chelators are hexadentate complexing ligands (chelators) that tightly coordinate to trivalent gallium and, additionally, are able to bind to bioactive molecules. In nuclear medicine, HBED-based radiopharmaceuticals are used as powerful radiotracers for tumor imaging. Among variants of bifunctional HBED chelators, HBED-CC is the most well-known; it possesses two terminal carboxylic acid groups that are able to undergo bioconjugation by amide-bond formation. However, to permit bioconjugation through click coupling, we previously modified the structure of HBED-CC and intro...
Source: Synlett - August 26, 2019 Category: Chemistry Authors: Makarem, Ata Sarvestani, Mohammadreza Kamali Klika, Karel D. Kopka, Klaus Tags: letter Source Type: research

Carboxylative Cyclization of Propargylic Amines with Carbon Dioxide ­ Catalyzed by Poly(amidoamine)-Dendrimer-Encapsulated Gold Nanoparticles
Synlett DOI: 10.1055/s-0039-1690162 We prepared gold nanoparticles encapsulated in poly(amidoamine) (PAMAM) dendrimers as templating agents. The resulting gold nanoparticles were used as catalysts for the carboxylative cyclization of propargylic amines with carbon dioxide to afford the corresponding 1,3-oxazolidin-2-ones in yields of up to 99%. [...] © Georg Thieme Verlag Stuttgart · New YorkArticle in Thieme eJournals: Table of contents  |  Abstract  |  Full text (Source: Synlett)
Source: Synlett - August 21, 2019 Category: Chemistry Authors: Matsuo, Hideaki Fujii, Akira Choi, Jun-Chul Fujitani, Tadahiro Fujita, Ken-ichi Tags: letter Source Type: research

Warming Up to Oxazole: Noncryogenic Oxazole Metalation and Negishi Coupling Development
This report details the development of several suitable noncryogenic metalation conditions for the synthesis of oxazole zincate. Subsequent rounds of high-throughput catalyst screening ultimately led to the identification of several suitable Pd sources that can be used for the Negishi coupling of unsubstituted oxazole. The scope and generality for one of the reported conditions is also presented. [...] © Georg Thieme Verlag Stuttgart · New YorkArticle in Thieme eJournals: Table of contents  |  Abstract  |  Full text (Source: Synlett)
Source: Synlett - August 19, 2019 Category: Chemistry Authors: Geier, Michael J. Wang, Xiaotian Humphreys, Luke D. Calimsiz, Selcuk Scott, Mark E. Tags: letter Source Type: research

Functional End Groups in Living Ring-Opening Metathesis Polymerization
Conclusions [...] © Georg Thieme Verlag Stuttgart · New YorkArticle in Thieme eJournals: Table of contents  |  Abstract  |  Full text (Source: Synlett)
Source: Synlett - August 19, 2019 Category: Chemistry Authors: Kilbinger, Andreas F. M. Tags: account Source Type: research

Cluster Cover Page
Synlett 2019; 30: 1646-1647 DOI: 10.1055/s-0039-1690188 [...] © Georg Thieme Verlag KG Stuttgart · New YorkArticle in Thieme eJournals: Table of contents  |  Abstract (Source: Synlett)
Source: Synlett - August 19, 2019 Category: Chemistry Tags: cluster Source Type: research

Cluster Preface: Organosulfur and Organoselenium Compounds in Catalysis
Synlett 2019; 30: 1643-1645 DOI: 10.1055/s-0039-1690021 Ying-Yeung Yeung received his B.Sc. (2001) at The Chinese University of Hong Kong. He continued his graduate research at the same university under the supervision of Prof. Tony K. M. Shing. After four years (2001–2005) of research dedicated toward natural product synthesis, he moved to the USA to conduct postdoctoral research with Prof. E. J. Corey at Harvard University (2005–2008). In 2008, he joined the National University of Singapore, Department of Chemistry. In 2015, he moved to The Chinese University of Hong Kong as an associate professor. He has...
Source: Synlett - August 19, 2019 Category: Chemistry Authors: Yeung, Ying-Yeung Tags: cluster Source Type: research

Linked PDF of Table of Contents
Synlett 2019; 30: V- DOI: 10.1055/s-0039-1690181 © Georg Thieme Verlag Stuttgart · New YorkArticle in Thieme eJournals: Table of contents (Source: Synlett)
Source: Synlett - August 19, 2019 Category: Chemistry Tags: table of contents Source Type: research

Deuterated Aryl Alkyl Ethers Synthesis via Nucleophilic Etherification of Aryl Alkyl Ethers and Thioethers with Deuterated Alcohols
Synlett DOI: 10.1055/s-0037-1611898 A transition-metal-free etherification protocol that is capable of synthesizing deuterated ethers is described. A wide range of aryl alkyl ethers and thioethers were suitable for this transformation owing to the mild reaction conditions. Besides, a series of sterically bulky deuterated alcohols were successfully incorporated into cyano-substituted arenes. The results of mechanistic studies suggested this reaction might take place via nucleophilic aromatic substitution pathway. [...] © Georg Thieme Verlag Stuttgart · New YorkArticle in Thieme eJournals: Table of contents&...
Source: Synlett - August 15, 2019 Category: Chemistry Authors: Li, Shuai Wang, Xia Yang, Xin-Ge Yu, Gui-Quan Wang, Xue-Qiang Tags: letter Source Type: research

Copper-Catalyzed Radical Bis(trifluoromethylation) of Alkynes and 1,3-Enynes
Synlett DOI: 10.1055/s-0039-1690187 The copper-catalyzed radical bis(trifluoromethylation) of alkynes and 1,3-enynes is described. With Cu(CH3CN)4BF4 as the catalyst, the reaction of arylalkynes with Togni reagent II and (bpy)Zn(CF3)2at room temperature affords the corresponding 1,2-bis(trifluoromethylated) alkenes in good yields with excellent E-stereoselectivity. Under similar conditions, the reaction of 1,3-enynes provides the corresponding 1,4-bis(trifluoromethylated) allenes exclusively in satisfactory yields. The protocol exhibits broad substrate scope and excellent functional group compatibility. [...] © G...
Source: Synlett - August 15, 2019 Category: Chemistry Authors: Shen, Haigen Xiao, Hawen Zhu, Lin Li, Chaozhong Tags: cluster Source Type: research

CF3COOH/O2-Mediated Metal-Free Domino Construction of the Isatin Skeleton
Synlett DOI: 10.1055/s-0039-1690018 Directed by the strategy of C–H activation, an efficient construction of the isatin skeleton was developed through aerobic oxidation of glycine esters. The reactions were performed under CF3COOH/O2 conditions in the absence of metal catalysts. The reaction mechanisms were investigated with control experiments. [...] © Georg Thieme Verlag Stuttgart · New YorkArticle in Thieme eJournals: Table of contents  |  Abstract  |  Full text (Source: Synlett)
Source: Synlett - August 14, 2019 Category: Chemistry Authors: Zhou, Jiadi Chen, Yongjian Wang, Fang Zhang, Qiwei Li, Jianjun Tags: letter Source Type: research

Synthesis of Tetrahydropyrazolo[4',3':5,6]pyrano[3,4-c]quinolones by Domino Knoevenagel/Hetero Diels –Alder Reactions
Synlett DOI: 10.1055/s-0039-1690189 An efficient Lewis acid mediated domino Knoevenagel/hetero Diels–Alder (DKHDA) reaction of pyrazolone derivatives with N-acrylated anthranilic aldehydes was developed, which afforded functionalized tetracyclic tetrahydropyrazolo[4',3':5,6]pyrano[3,4-c]quinolones. The products were formed in good yields and with excellent regio- and stereoselectivity in favor of the cis-configured isomer. [...] © Georg Thieme Verlag Stuttgart · New YorkArticle in Thieme eJournals: Table of contents  |  Abstract  |  Full text (Source: Synlett)
Source: Synlett - August 14, 2019 Category: Chemistry Authors: Kiamehr, Mostafa Mohammadkhani, Leyla Khodabakhshi, Mohammad Reza Jafari, Behzad Langer, Peter Tags: letter Source Type: research

Ruthenium-Catalyzed Direct Cross-Coupling of Secondary Alcohols to β-Disubstituted Ketones
Conclusion [...] © Georg Thieme Verlag Stuttgart · New YorkArticle in Thieme eJournals: Table of contents  |  Abstract  |  Full text (Source: Synlett)
Source: Synlett - August 13, 2019 Category: Chemistry Authors: Thiyagarajan, Subramanian Gunanathan, Chidambaram Tags: synpacts Source Type: research

β-Selective One-Pot Synthesis of Acyl-C-Glycosides via Corey–Seebach Umpolung Reaction
Conclusion [...] © Georg Thieme Verlag Stuttgart · New YorkArticle in Thieme eJournals: Table of contents  |  Abstract  |  Full text (Source: Synlett)
Source: Synlett - August 13, 2019 Category: Chemistry Authors: Boehlich, G. Jacob Sch ützenmeister, Nina Tags: synpacts Source Type: research