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

Lauder Kate | Zendy; Toscani Anita | Zendy; Qi Yuyin | Zendy; Lim Jesmine | Zendy; Charnock Simon J. | Zendy; Korah Krupa | Zendy; Castagnolo Daniele | Zendy

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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

Language(s) - English

Resource type - Journals

eISSN - 1521-3757

pISSN - 0044-8249

DOI - 10.1002/ange.201802135

Subject(s) - enantioselective synthesis , chemistry , sulfur , biocatalysis , cascade , thio , organic chemistry , one pot synthesis , aqueous medium , cascade reaction , catalysis , combinatorial chemistry , green chemistry , aqueous solution , reaction mechanism , chromatography

Abstract 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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