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Preparation of Enantiopure Non-Activated Aziridines and Synthesis of Biemamide B, D, and epiallo-Isomuscarine
Published on: June 13, 2022
First enantiocontrolled formal synthesis of (+)-neovibsanin B, a neurotrophic diterpenoid
Tomoyuki Esumi1, Takehiro Mori, Ming Zhao
1Faculty of Pharmaceutical Sciences, Tokushima Bunri University, Yamashiro-cho, Tokushima 770-8514, Japan.
Abstract:
An enantiocontrolled formal synthesis of (+)-neovibsanin B has been achieved by a sequence that applies an asymmetric 1,4-addition of (H(2)C=CH)(2)Cu(CN)Li(2) to trisubstituted alpha,beta-carboxylic acid derivative 1 to induce the chirality at the C-11 all-carbon quaternary center. Together with a modified Negishi cyclic carbopalladation-carbonylative esterification tandem reaction for constructing the A-ring, the synthesis was completed.
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