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Photo‐biocatalytic One‐Pot Cascades for the Enantioselective Synthesis of 1,3‐Mercaptoalkanol Volatile Sulfur Compounds
Author(s) -
Lauder Kate,
Toscani Anita,
Qi Yuyin,
Lim Jesmine,
Charnock Simon J.,
Korah Krupa,
Castagnolo Daniele
Publication year - 2018
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201802135
Subject(s) - sulfur , enantioselective synthesis , chemistry , cascade , thio , biocatalysis , aqueous medium , organic chemistry , one pot synthesis , cascade reaction , reaction conditions , combinatorial chemistry , catalysis , photocatalysis , aqueous solution , reaction mechanism , chromatography
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.