4.8 Article

Total Synthesis of (+)-Aspidospermidine

Journal

ORGANIC LETTERS
Volume 21, Issue 16, Pages 6457-6460

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.9b02346

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Funding

  1. NSFC-Henan [U1804283]

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A facile asymmetric total synthesis of (+)-aspidospermidine has been developed, which is accomplished in 11 steps in an overall yield of 9.6%. Key steps involve a palladium-catalyzed enantioselective decarboxylative allylation to install the quaternary carbon stereocenter and a highly efficient reductive amination-carbonyl reduction-dehydration-intramolecular conjugate addition cascade to build the cis D-ring.

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