4.8 Article

Asymmetric α-Photoalkylation of β-Ketocarbonyls by Primary Amine Catalysis: Facile Access to Acyclic All-Carbon Quaternary Stereocenters

Journal

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 136, Issue 42, Pages 14642-14645

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ja508605a

Keywords

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Funding

  1. Ministry of Science and Technology [2012CB821600]
  2. Natural Science Foundation of China (NSFC) [21390400, 21202171, 21025208]
  3. Chinese Academy of Sciences, S.L

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We describe the direct construction of all-carbon quaternary stereocenters via a-photoalkylation of beta-ketocarbonyls with high efficacy and enantioselectivities by merging photoredox catalysis and primary amine catalysis. The open-shell photoradical approach enables asymmetric a-alkylations that are difficult under thermal conditions.

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