4.8 Article

Total Synthesis of (+)-Minfiensine: Construction of the Tetracyclic Core Structure by an Asymmetric Cascade Cyclization

Journal

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 55, Issue 28, Pages 8090-8094

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201602771

Keywords

alkaloids; cyclizations; natural products; palladium; total synthesis

Funding

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

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A new method for one-step construction of the tetracyclic core structure of the indole alkaloid (+)-minfiensine was developed utilizing a palladium-catalyzed asymmetric indole dearomatization/iminium cyclization cascade. An efficient total synthesis of (+)-minfiensine was realized using this strategy. The present method enables access to the common core structure of a series of monoterpene indole alkaloids, such as vincorine, echitamine, and aspidosphylline A.

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