Biocatalytic and chemocatalytic approaches to the highly stereoselective 1,2-reduction of an α,β-unsaturated ketone |
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| Institution: | 1. College of Chemistry and Molecular Engineering, Nanjing Tech University, Nanjing 211816, China;2. College of Chemistry and Materials Science, Nanjing Normal University, Nanjing 210023, China;3. Jiangsu Provincial Key Laboratory of Palygorskite Science and Applied Technology, Huaiyin Institute of Technology, Huaian 223003, China;1. State Key Laboratory of Pharmaceutical Biotechnology, School of Life Science, Nanjing University, Nanjing 210093, China;2. School of Pharmacy, Nanjing Medical University, Nanjing 211166, China |
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| Abstract: | Two methods are reported for synthesizing a chiral allylic alcohol from the corresponding racemic α,β-unsaturated ketone. Transition metal-based transfer hydrogenation provides the desired allylic alcohol in high enantiomeric purity but low diastereomeric excess. In contrast, an enzymatic dynamic kinetic reduction proceeds with high diastereoselectivity and enantioselectivity. |
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