4.8 Article

Enamine/carbene cascade catalysis in the diastereo- and enantioselective synthesis of functionalized cyclopentanones

期刊

CHEMICAL SCIENCE
卷 2, 期 9, 页码 1835-1838

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ROYAL SOC CHEMISTRY
DOI: 10.1039/c1sc00175b

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资金

  1. NIGMS [GM72586]
  2. NIH [GM80442-S1, GM096749]
  3. NATIONAL INSTITUTE OF GENERAL MEDICAL SCIENCES [R01GM080442, R01GM072586] Funding Source: NIH RePORTER

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Herein we report an enantioselective synthesis of complex cyclopentanones using aliphatic aldehydes and activated enones. With the combination of a chiral secondary amine and a chiral triazolium catalyst, high diastereoselectivity and excellent enantioselectivity can be achieved. We present evidence of a clear cooperative effect when these two catalysts are present simultaneously in the system.

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