Affiliation:
1. Department of Applied Chemistry Waseda University 513 Wasedatsurumakicho Shinjuku Tokyo 162-0041 Japan
2. Waseda Institute for Advanced Study Waseda University 513 Wasedatsurumakicho Shinjuku Tokyo 162-0041 Japan
Abstract
AbstractTotal syntheses of C11‐oxygenated Cephalotaxus alkaloids, fortuneicyclidins A and B, and cephalotine B, were achieved. The key for the synthesis is a Pd‐catalyzed dearomative spirocyclization of bromofurans with N‐tosylhydrazones, followed by acid‐mediated tandem transformation to construct the tetracyclic skeleton with the C11‐oxygen functional group. Chemo‐selective and catalytic functional group conversions of the tetracyclic intermediate completed the synthesis of fortuneicyclidins and cephalotine B in 8 and 9 steps, respectively.
Funder
Japan Society for the Promotion of Science
Exploratory Research for Advanced Technology
Subject
General Chemistry,Catalysis,Organic Chemistry
Cited by
2 articles.
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