4.7 Article

Total Synthesis of (+)-Mesembrine Applying Asymmetric Gold Catalysis

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 81, Issue 14, Pages 6100-6105

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.6b00985

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Funding

  1. German Research Council (DFG) by an Emmy-Noether grant [CZ 183/1]

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The total synthesis of enantiomerically pure (+)-mesembrine is described. The central pyrrolidine moiety incorporating a quaternary, all-carbon-substituted stereocenter was constructed employing an asymmetric gold-catalyzed cydoisomerization of a 1,4-diynamide.

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