4.8 Article

A chiral nickel DBFOX complex as a bifunctional catalyst for visible-light-promoted asymmetric photoredox reactions

期刊

CHEMICAL SCIENCE
卷 9, 期 20, 页码 4562-4568

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ROYAL SOC CHEMISTRY
DOI: 10.1039/c8sc01219a

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资金

  1. National Natural Science Foundation of China [21572184, 21472154]
  2. Natural Science Foundation of Fujian Province of China [2017J06006]
  3. Fundamental Research Funds for the Central Universities [20720160027]

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The enantioselective photoredox reaction of a, b-unsaturated carbonyl compounds and tertiary/secondary a-silylamines was enabled by a readily available single NiII-DBFOX catalyst (DBFOX 1/4 4,6-bis((R)-4-phenyl4,5- dihydrooxazol-2-yl)dibenzo[b, d]furan) under visible light conditions. The non-precious chiral catalyst is involved in the photochemical process to initiate single electron transfer and at the same time provides a well-organized chiral environment for the subsequent radical transformations. Good to excellent enantioselectivities (80-99% ee) were obtained for the formation of chiral g-amino carboxylic acid derivatives and g-lactams.

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