4.4 Article

Asymmetric Total Synthesis of (+)-Minfiensine by an Asymmetric Cascade Cyclization Strategy

Journal

SYNLETT
Volume 28, Issue 17, Pages 2199-2204

Publisher

GEORG THIEME VERLAG KG
DOI: 10.1055/s-0036-1589075

Keywords

alkaloids; indoles; minfiensine; asymmetric cascade cyclization; asymmetric allylic alkylation; palladium catalysis

Funding

  1. National Natural Science Foundation of China [21502102]
  2. Thousand Talents Plan for Young Professionals

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The Strychnos alkaloid minfiensine and a series of akuammiline alkaloids, such as vincorine, aspidophylline A, and picrinine, possess a common core skeleton, a 4a,9a-heterocycle-fused tetrahydrocarbazole. Efficient construction of this core structure in a highly enantioselective manner would facilitate the total synthesis of these alkaloids. In this article, we briefly summarize the established strategies for obtaining this core structure, together with the corresponding total-synthesis routes, and we describe our own effort on the development of a new strategy, the asymmetric cascade dearomative cyclization, for the efficient total synthesis of (+)-minfiensine.

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