New 1,3-amino alcohols derived from ketopinic acid and their application in catalytic enantioselective reduction of prochiral ketones |
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| Institution: | 1. Union Laboratory of Asymmetric Synthesis and Department of Applied Biology and Chemical Technology, The Hong Kong Polytechnic University, Hong Kong, People''s Republic of China;2. Department of Chemistry, National Chung-Hsing University, Taichung, Taiwan;1. Section of Vascular Surgery, Dartmouth-Hitchcock Medical Center, Lebanon, New Hampshire;2. The Dartmouth Institute for Health Policy and Clinical Practice, Hanover, New Hampshire;3. Geisel School of Medicine at Dartmouth College;1. School of Chemistry and Chemical Engineering, Jiangsu Normal University, Xuzhou 221116, PR China;2. State Key Laboratory Cultivation Construction Base of Biotechnology on Med-edible Plant of Jiangsu Province, Jiangsu Normal University, Xuzhou 221116, PR China;1. I.N. Ul’yanov Chuvash State University, Moskovskii pr. 15, Cheboksary 428015, Russia;2. Lomonosov Moscow State University, Leninskiye Gory 1-3, Moscow 119991, Russia |
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| Abstract: | New 1,3-amino alcohols, (1S,2S)- and (1S,2R)-1-hydroxylmethyl-2-amino-7,7-dimethyl bicyclo2,2,1]heptane (endo-4 and exo-4), were prepared from ketopinic acid via oximation and reduction. The enantioselective borane reduction of prochiral ketones catalyzed by the borane complex of exo-4 was examined. |
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