4.5 Article

Catalytic Synthesis of Functional Silicon-Stereogenic Silanes through Candida antarctica Lipase B Catalyzed Remote Desymmetrization of Silicon-Centered Diols

Journal

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2013, Issue 26, Pages 5814-5819

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201300932

Keywords

Asymmetric catalysis; Chirality; Silicon; Enzymes; Diols

Funding

  1. National Natural Science Foundation of China (NSFC) [21173064, 21205025]
  2. Zhejiang Provincial Natural Science Foundation of China (ZPNSFC) [Q12B020037]
  3. Program for Excellent Young Teachers in Hangzhou Normal University (HNUEYT) [JTAS 2011-01-014]

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A series of silicon-containing diols are synthesized and used in lipase-catalyzed remote desymmetrization. This synthetic method is valuable in the construction of optically active silicon-stereogenic organosilicon compounds. Good enantioselectivities of the remote desymmetrization was achieved with Candida antarctica lipase B (CAL-B) (up to 90:10er).

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