Angewandte Chemie International Edition 2018-04-14

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

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

Index: 10.1002/anie.201802135

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Abstract

10.1002/anie.201802135 picture

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.