4.8 Article

Construction of Vicinal All-Carbon Quaternary Stereocenters by Catalytic Asymmetric Alkylation Reaction of 3-Bromooxindoles with 3-Substituted Indoles: Total Synthesis of (+)-Perophoramidine

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JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
卷 135, 期 38, 页码 14098-14101

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AMER CHEMICAL SOC
DOI: 10.1021/ja408336v

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资金

  1. NSFC [20932003, 91213302, 21272102, 21202071]
  2. National S&T Major Project of China [2012ZX09504001-003]

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Highly congested vicinal all-carbon quaternary stereocenters were generated via catalytic asymmetric alkylation reaction of 3-bromooxindoles with 3-substituted indoles. These catalytic reactions proceeded in excellent yields with a broad scope on either reaction partner, and with outstanding diastereo- and enantiocontrol. The newly developed method led to the total synthesis of (+)-perophoramidine in a highly efficient manner.

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