Journal
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 134, Issue 22, Pages 9126-9129Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ja303602f
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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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An asymmetric total synthesis of the Akuammiline alkaloid (-)-vincorine (18 steps from 5-methoxytryptamine, 5% overall yield) is described. The key steps include Pd-catalyzed direct C-H functionalization of indole derivatives, organocatalyzed asymmetric Michael addition of aldehydes to alkylidene malonates, and intramolecular oxidative coupling between indole and malonate moieties.
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