Asymmetric reduction of aromatic ketones: importance of the conformation of the aromatic group |
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| Institution: | 1. Key Laboratory of Bioresource Research and Development of Liaoning Province, College of Life and Health Sciences, Northeastern University, Shenyang, China;2. National Frontiers Science Center for Industrial Intelligence and Systems Optimization, Key Laboratory of Data Analytics and Optimization for Smart Industry, Ministry of Education, Northeastern University, Shenyang, China;3. Department of Pharmacology, Shenyang Pharmaceutical University, Shenyang, China;4. School of Traditional Chinese Materia Medica, Key Laboratory of Innovative Traditional Chinese Medicine for Major Chronic Diseases of Liaoning province, Key Laboratory for TCM Material Basis Study and Innovative Drug Development of Shenyang City, Shenyang Pharmaceutical University, Shenyang, China;5. School of Pharmacy, Guizhou University of Traditional Chinese Medicine, Guiyang, China |
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| Abstract: | Some aromatic ketones have been reduced by borane or by catecholborane using oxazaborolidine as a catalyst. It has been found that, when borane is used, the enantiomeric excess of alcohol produced decreases as the substitution on the ortho position of benzene ring increases. However, for ketones with 2,6-disubstituted aryl substituents the enantiomeric excess increases when catecholborane is used. |
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