4.6 Article

Copper-catalyzed enantioselective desymmetrization of prochiral tetrasubstituted siladiols: Access toward optically active silicon-stereogenic silylmethanols

Journal

CATALYSIS COMMUNICATIONS
Volume 138, Issue -, Pages -

Publisher

ELSEVIER
DOI: 10.1016/j.catcom.2020.105950

Keywords

Copper catalysis; Organosilanes; Desymmetrization; Silicon-stereogenic; Asymmetric synthesis

Funding

  1. National Natural Science Foundation of China [21773051, 21801056]
  2. Zhejiang Provincial Natural Science Foundation of China [LZ18B020001, LY17E030003, LY18B020013, LY17B030005]
  3. Hangzhou Science and Technology Bureau of China [20180432B05]

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A copper/pyridinebisoxazoline-catalyzed desymmetrization of prochiral 2-sila-1,3-propanediols with benzoyl chlorides has been described. The catalytic system allowed the construction of optically active silymethanol derivatives containing a quaternary siliconstereogenic center in good to high yields and moderate to good enantiomeric excesses.

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