4.8 Article

Enantioselective Total Synthesis of (-)-Incarviatone A

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JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
卷 137, 期 37, 页码 11946-11949

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AMER CHEMICAL SOC
DOI: 10.1021/jacs.5b08551

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资金

  1. National High Technology Projects 973 [2015CB856200]
  2. NNSFC [21222209, 91313303, 21472010]

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We report herein the first total synthesis of (-)-incarviatone A (1) in 14 steps starting from commercially available inexpensive phenylacetic acid (9). Our early stage synthesis relies on the scalable and sequential C-H functionalitation to rapidly assemble the indanyl dialdehyde framework. Further biomimetic cascade strategy allows us to obtain the natural product in a onepot operation. We also conduct detailed mechanistic studies and disclose all the possible intermediates and isomers formed during the biomimetic cascade process.

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