Enantioselective MSPV reduction of ketimines using 2-propanol and (BINOL)Al(III) |
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| Authors: | Graves Christopher R Scheidt Karl A Nguyen Sonbinh T |
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| Affiliation: | Department of Chemistry and Institute for Environmental Catalysis, Northwestern University, 2145 Sheridan Road, Evanston, Illinois 60208-3313, USA. |
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| Abstract: | [reaction: see text] A highly enantioselective Meerwein-Schmidt-Ponndorf-Verley (MSPV) reduction of N-phosphinoyl ketimines by (BINOL)Al(III)/2-propanol is reported. Yields ranging between 79 and 85% with high enantiomeric excesses (93-98%) are observed for a wide range of structurally diverse ketimines. A [2.0.4] bicyclic chelation model is proposed to account for this high selectivity. |
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