Organocatalytic Approach to the Enantioselective Total Synthesis of (+)-Serinolamides A and B and (+)-Lacosamide
Synthesis DOI: 10.1055/a-2222-3822 A short and highly efficient enantioselective synthesis of (+)-serinolamide A, B and (+)-lacosamide from 3-methoxypropanal using l-proline-catalyzed α-amination, Grubbs metathesis, and acid-amine coupling as key steps is reported. [...] Georg Thieme Verlag KG Rüdigerstraße 14, 70469 Stuttgart, GermanyArticle in Thieme eJournals: Table of contents | Abstract | Full text (Source: Synthesis)
Source: Synthesis - January 31, 2024 Category: Chemistry Authors: Jadhao, Amardeep R. Waghmode, Suresh B. Tags: paper Source Type: research
Alumina-Promoted Copper-Catalyzed Hydroboration of Alkynes
Synthesis DOI: 10.1055/a-2236-8874 Alumina was found to activate Cu(I) catalysts in hydroboration of alkynes. This allowed to develop a simple and efficient protocol for hydroboration of alkynes with B2Pin2 using inexpensive CuCl/PPh3 catalytic system. The approach does not require moisture-sensitive activators and stepwise preparation of ‘activated’ Cu complex. The developed conditions were applied to the preparation of β-styrylboronates from terminal and internal alkynes with excellent regio- and stereoselectivity. The procedure can also be extended to other terminal alkynes by the appropriate choice of ligand. [......
Source: Synthesis - January 31, 2024 Category: Chemistry Authors: Barashkova, Xenia A. Parulava, Mikhail J. Kotovshchikov, Yury N. Latyshev, Gennadij V. Lukashev, Nikolay V. Beletskaya, Irina P. Tags: paper Source Type: research
Stereodivergent Carbon –Carbon Bond-Forming Reactions
Conclusions and Outlook [...] Georg Thieme Verlag KG Rüdigerstraße 14, 70469 Stuttgart, GermanyArticle in Thieme eJournals: Table of contents | Abstract | Full text (Source: Synthesis)
Source: Synthesis - January 29, 2024 Category: Chemistry Authors: Healy, Alan R. Tags: short review Source Type: research
Photocatalyzed C –F Bond Heteroarylation of Trifluoromethylarenes with Heteroarenes: Two Roles of Bu3SnI as Fluoride Ion Scavenger and Activator for Photocatalyst
We report the C–F bond heteroarylation of trifluoromethylarenes with heteroarenes by using Ir(ppy)3 catalyst and Bu3SnI under visible-light irradiation. Various heteroarenes such as pyrrole, furan, and thiophene derivatives were applied to the present reaction. The present heteroarylation enables the transformation of various functionalized trifluoromethylarenes because of the mild reaction conditions. Notably, the late-stage transformation of a drug molecule, bicalutamide, was demonstrated. Mechanistic studies including a light on–off interval experiment, Stern–Volmer luminescence-quenching measurements, and DFT cal...
Source: Synthesis - January 29, 2024 Category: Chemistry Authors: Sugihara, Naoki Abe, Masayuki Nishimoto, Yoshihiro Yasuda, Makoto Tags: paper Source Type: research
Short Synthesis of Dopamine Agonist Rotigotine
Synthesis DOI: 10.1055/a-2235-5080 A practical and short synthesis of FDA approved drug, Rotigotine, is achieved in two steps from 5-methoxy-2-tetralone, which in turn was synthesised by [4+2] cycloaddition of the in situ generated methoxyaryne from its precursor aryl triflate with benzyloxybutadiene or from 4-methoxyindanone via ring expansion using trimethylsilyldiazomethane. [...] Georg Thieme Verlag KG Rüdigerstraße 14, 70469 Stuttgart, GermanyArticle in Thieme eJournals: Table of contents | Abstract | Full text (Source: Synthesis)
Source: Synthesis - January 29, 2024 Category: Chemistry Authors: Shekhar, Chandra Karmakar, Santanu Mainkar, Prathama S. Chandrasekhar, Srivari Tags: paper Source Type: research
Erratum - Total Synthesis of the Leucetta-Derived Alkaloid Calcaridine A
Synthesis 2024; 56: 700-700 DOI: 10.1055/s-0040-1720105 Georg Thieme Verlag KG Rüdigerstraße 14, 70469 Stuttgart, GermanyArticle in Thieme eJournals: Table of contents | Full text (Source: Synthesis)
Source: Synthesis - January 29, 2024 Category: Chemistry Authors: Koswatta, Panduka B. Sivappa, Rasapalli Rasika Dias, H. V. Lovely, Carl J. Tags: errata Source Type: research
Linked PDF of Table of Contents
Synthesis 2024; 56: VII- DOI: 10.1055/s-0040-1720104 Georg Thieme Verlag KG Rüdigerstraße 14, 70469 Stuttgart, GermanyArticle in Thieme eJournals: Table of contents (Source: Synthesis)
Source: Synthesis - January 29, 2024 Category: Chemistry Tags: table of contents Source Type: research
Synthetic Development of Key Intermediates and Active Pharmaceutical Ingredients (APIs)
Synthesis 2024; 56: III-IV DOI: 10.1055/s-0040-1720106 © Georg Thieme Verlag Stuttgart · New YorkArticle in Thieme eJournals: Table of contents (Source: Synthesis)
Source: Synthesis - January 29, 2024 Category: Chemistry Authors: Laha, Joydev K. Zhou, Jianrong Steve Tags: editorial Source Type: research
Recent Developments on the Earth-Abundant-Metal-Catalyzed α,β-Dehydrogenation of Carbonyl Compounds
Conclusion [...] Georg Thieme Verlag KG Rüdigerstraße 14, 70469 Stuttgart, GermanyArticle in Thieme eJournals: Table of contents | Abstract | Full text (Source: Synthesis)
Source: Synthesis - January 25, 2024 Category: Chemistry Authors: Dai, Peng-Fei Li, Qiang-Qiang Qu, Jian-Ping Kang, Yan-Biao Tags: short review Source Type: research
Atroposelective Construction of Tetrasubstituted Axially Chiral Alkene Frameworks
Synthesis DOI: 10.1055/a-2230-0759 The construction of axially chiral alkene frameworks is currently one of hottest topics in the field of organic synthetic chemistry. Compared to traditional axially chiral molecules, such as biaryls, heterobiaryls, and anilides, the synthesis of axially chiral alkenes is far more challenging, especially for acyclic tetrasubstituted alkene analogues. In this review, we summarized the development of strategies for the synthesis of tetrasubstituted axially chiral alkene analogues, including asymmetric difunctionalization, C–H functionalization, cross-coupling, (dynamic) kinetic resolution,...
Source: Synthesis - January 24, 2024 Category: Chemistry Authors: Zou, Jia-Yu Xu, Wan-Yi Wang, Jie Liu, Qi He, Ying Tags: short review Source Type: research
Mechanism of the Mitsunobu Reaction: An Ongoing Mystery
Conclusion [...] Georg Thieme Verlag KG Rüdigerstraße 14, 70469 Stuttgart, GermanyArticle in Thieme eJournals: Table of contents | Abstract | Full text (Source: Synthesis)
Source: Synthesis - January 24, 2024 Category: Chemistry Authors: Croll, Elizabeth A. Kwon, Ohyun Tags: short review Source Type: research
DBU-Mediated Oxidation of β-Dicarbonyls: Formation of Hydroxylated and Rearranged Products under Air Atmosphere
Synthesis DOI: 10.1055/a-2232-8776 The oxidation of different β-dicarbonyls in acetonitrile has been explored under an air atmosphere in the presence of 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU). The presence of DBU resulted in the formation of hydroxylated products or rearrangement products derived from hydroxylated products. Specifically, the transformation of 2-oxocyclopentanecarboxylates to 2-hydroxyhexanedioates was achieved with good yields when additional 1,2-bis(diphenylphosphino)ethane and ROH were present. DBU proved to be indispensable for this transformation and showed specificity beyond its usual role as a bas...
Source: Synthesis - January 24, 2024 Category: Chemistry Authors: Peng, Shuai Wang, Tianqi Zhao, Xixuan Yao, Boan Zhao, Kaishuo Liu, Yongguo Sun, Baoguo Tian, Hongyu Liang, Sen Tags: paper Source Type: research
Efficient Synthesis of Pyrido[3,4-c]cinnolines and Pyrido[3,2-c]cinnolines by Intramolecular Azo Coupling Reaction of 4,6-Diaryl-3-pyridine Diazonium Salts and Study of Their Antiviral Activity
Synthesis DOI: 10.1055/a-2230-0583 A new method is proposed for the synthesis of pyrido[3,4-c]cinnolines and pyrido[3,2-c]cinnolines. Pyridine-3-diazonium tetrafluoroborates, containing donor methoxy groups in one of the aryl substituents, form pyridocinnolines at 0 °C by intramolecular azo coupling reaction. The 2′-methoxy group in the aryl substituent of the pyridine-3-diazonium salt participates in the aromatic nucleophilic substitution reaction, which results in the elimination of the diazo group to form benzofuro[2,3-c]pyridine and benzofuro[3,2-b]pyridine. The intermediate and target reaction products were isolate...
Source: Synthesis - January 24, 2024 Category: Chemistry Authors: Fisenko, Alina Yu. Shuvalov, Vladislav Yu. Arshinov, Evgenii V. Glizdinskaya, Larisa V. Shishkina, Larisa N. Bormotov, Nikolay I. Serova, Olga A. Sagitullina, Galina P. Tags: paper Source Type: research
Recent Advances in Quinoline-Based Macrocycles: Synthesis, Properties, and Applications in Catalytic Reactions
Conclusion [...] Georg Thieme Verlag KG Rüdigerstraße 14, 70469 Stuttgart, GermanyArticle in Thieme eJournals: Table of contents | Abstract | Full text (Source: Synthesis)
Source: Synthesis - January 23, 2024 Category: Chemistry Authors: Xu, Wei Kumagai, Naoya Tags: short review Source Type: research
Recent Advances on the Synthesis of C-Glycosides from 1,2-Glycals
Conclusion [...] Georg Thieme Verlag KG Rüdigerstraße 14, 70469 Stuttgart, GermanyArticle in Thieme eJournals: Table of contents | Abstract | Full text (Source: Synthesis)
Source: Synthesis - January 23, 2024 Category: Chemistry Authors: Das, Ramanand Das, Malati Mukherjee, Debaraj Kundu, Taraknath Tags: short review Source Type: research
