Chiral hydroxythiols as catalysts for enantioselective borane ketone reductions |
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| Affiliation: | 1. College of Laboratory Medicine, Chongqing Medical University, Chongqing 400016, China;2. Yongchuan Hospital, Chongqing Medical University, Chongqing 402160, China;3. College of Basic Medicine, Chongqing Medical University, Chongqing 400016, China;4. Chongqing Bolanying Biotechnology Co. Ltd., Xiyong, Shapingba, Chongqing 401332, China;5. School of Pharmacy and Bioengineering, Chongqing University of Technology, Chongqing 401135, China |
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| Abstract: | Several chiral 1,2- and 1,3-hydroxythiols derived from (R)-camphor, (1S)-(+)-10-camphorsulfonyl chloride, cysteine and cystine derivatives were prepared and evaluated as catalysts in borane ketone reductions. Under the best experimental conditions (10 mol% catalyst, THF, 35°C), a 95% yield of (R)-1-phenylethanol of 64% ee was obtained in the borane reduction of acetophenone. |
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