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Lauder K, Toscani A, Qi Y, et al. Photo-biocatalytic One-Pot Cascades for the Enantioselective Synthesis of 1,3-Mercaptoalkanol Volatile Sulfur Compounds. Angew Chem Int Ed Engl. 2018;57(20):5803-5807doi: 10.1002/anie.201802135.
Lauder, K., Toscani, A., Qi, Y., Lim, J., Charnock, S. J., Korah, K., & Castagnolo, D. (2018). Photo-biocatalytic One-Pot Cascades for the Enantioselective Synthesis of 1,3-Mercaptoalkanol Volatile Sulfur Compounds. Angewandte Chemie (International ed. in English), 57(20), 5803-5807. https://doi.org/10.1002/anie.201802135
Lauder, Kate, et al. "Photo-biocatalytic One-Pot Cascades for the Enantioselective Synthesis of 1,3-Mercaptoalkanol Volatile Sulfur Compounds." Angewandte Chemie (International ed. in English) vol. 57,20 (2018): 5803-5807. doi: https://doi.org/10.1002/anie.201802135
Lauder K, Toscani A, Qi Y, Lim J, Charnock SJ, Korah K, Castagnolo D. Photo-biocatalytic One-Pot Cascades for the Enantioselective Synthesis of 1,3-Mercaptoalkanol Volatile Sulfur Compounds. Angew Chem Int Ed Engl. 2018 May 14;57(20):5803-5807. doi: 10.1002/anie.201802135. Epub 2018 Apr 14. PMID: 29533509.
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Angew Chem Int Ed Engl. 2018 May 14;57(20):5803-5807. doi: 10.1002/anie.201802135. Epub 2018 Apr 14.

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

Angewandte Chemie (International ed. in English)

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

Affiliations

  1. School of Cancer and Pharmaceutical Sciences, King's College London, 150 Stamford Street, SE1 9NH, London, UK.
  2. Prozomix Limited, Station Court, Haltwhistle, Northumberland, NE49 9HN, UK.

PMID: 29533509 DOI: 10.1002/anie.201802135

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.

© 2018 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Keywords: biocatalysis; ketoreductases; mercaptoalkanols; photocatalysis; volatile sulfur compounds

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Grant support