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Updated: Sep 17, 2025

Preparation of Enantiopure Non-Activated Aziridines and Synthesis of Biemamide B, D, and epiallo-Isomuscarine
Published on: June 13, 2022
Total Syntheses of (±)-Lepadiformine B and C
Wei-Ting Hsiao1, Jui-Lin Wu1, Wen-Hua Chiou1
1Department of Chemistry, National Chung-Hsing University, Taichung 402 ,Taiwan, ROC.
None:
Total syntheses of (±)-lepadiformine B and C are presented. The key theme in our approach is the stereodivergent synthesis of both cis- and trans- N-acetyl-2-alkyl-8a-cyanodecahydroquinoline, which are effectively prepared through deprotection-initiated alkylative/reductive cyclization of sterically well-defined α-aminonitriles bearing a masked carbonyl group. After the Dieckmann-type condensation to a tricyclic lactam, lepadiformine B and its analogues can be achieved through the Ir-catalyzed reductive cyanation and subsequent hydrolysis, reduction, and Bruylants reactions.
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