STEROSELECTIVE REARRANGEMENT AND REDUCTION OF ALPHA-HALOKETONE

摘要

PURPOSE:To obtain an optically active alcohol of particularly high purity, by reacting an alpha-haloketone with an alkylaluminum and aluminum halide in combination at about ordinary temperature to carry out rearrangement and reduction stereoselectively at the same time. CONSTITUTION:An alpha-haloketone, e.g. decyl chloride or optically active (R)-2- chloropropiophenone, particularly preferably an optically active compound is reacted with a compound expressed by formula I (R is alkyl; x is 3 or 2), e.g. triisobutylaluminum, and a compound expressed by formula II (X is halogen), e.g. aluminum chloride, in combination at =50 deg.C, i.e. 0-50 deg.C to carry out the rearrangement and reduction stereoselectively at the same time and afford the aimed alcohol, e.g. 2,2-diphenylethanol or optically active (S)-2- phenylpropanol-1. USE:Useful in the field of the so-called fine chemistry, e.g. medicines, agricultural chemicals, etc.