4.8 Article

Photo-biocatalytic One-Pot Cascades for the Enantioselective Synthesis of 1,3-Mercaptoalkanol Volatile Sulfur Compounds

Journal

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 57, Issue 20, Pages 5803-5807

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201802135

Keywords

biocatalysis; ketoreductases; mercaptoalkanols; photocatalysis; volatile sulfur compounds

Funding

  1. BBSRC
  2. EPSRC
  3. CMST COST Action Systems Biocatalysis [CM1303]

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The synthesis of enantiomerically pure 1,3-mercaptoalkanol volatile sulfur compounds through a one-pot photo-biocatalytic cascade reaction is described. Two new KRED biocatalysts with opposite enantioselectivity were discovered and proved to be efficient on a wide range of substrates. The one-pot cascade reaction combining photocatalytic thio-Michael addition with biocatalytic ketoreduction in an aqueous medium provides a green and sustainable approach to enantiomerically pure 1,3-mercaptoalkanols in high yields with excellent enantioselectivity.

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