Assembly of the 6/3/5/6 tetracyclic core of rearranged-type C19-diterpenoid alkaloids

Publication date: Available online 20 January 2020Source: Chinese Chemical LettersAuthor(s): Zhaoxiang Meng, Fen Mi, Fei Lu, Wei Tan, Xiao-Yu Liu, Yong QinAbstractA synthetic study toward the structurally complex rearranged-type C19-diterpenoid alkaloids leading to construction of the strained 6/3/5/6 tetracyclic core is presented. The synthesis features an intramolecular Diels–Alder cycloaddition reaction to assemble the highly substituted central cyclopropane motif, which may serve as a key strategy for the total synthesis of relevant natural product molecules.Graphical AbstractAssembly of the highly strained 6/3/5/6 tetracyclic core of the rearranged-type C19-diterpenoid alkaloids is presented. Strategically, the synthesis employs an intramolecular Diels–Alder cycloaddition reaction as the key step.

Source: Chinese Chemical Letters - January 21, 2020 Category: Chemistry Source Type: research