Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 53, Issue 7, Pages 1814-1817Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201310928
Keywords
monoterpene indole alkaloids; natural products; nickel; oxidative coupling; total synthesis
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Funding
- National Basic Research Program of China (973 Program) [2010CB833200]
- Chinese Academy of Sciences
- National Natural Science Foundation of China [21132008, 20921091]
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AspidophyllineA belongs to the akuammiline alkaloid family, the members of which possess intriguing cagelike structures and diverse biological activities. Herein we report a 15-step synthesis of this alkaloid from conveniently available starting materials. The key elements of the synthesis include an intramolecular oxidative coupling to create the tetracyclic furoindoline motif of the natural product and a [Ni(cod)(2)]-mediated cyclization to install its piperidine ring.
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