Bulletin of the Chemical Society of Japan

Effects of neighboring functional groups in the asymmetric reduction of. OMEGA.-substituted alkyl phenyl ketones with lithium tri-l-menthoxyaluminum hydride.

S Yamaguchi, K Kabuto

Index: Yamaguchi,S.; Kabuto,K. Bulletin of the Chemical Society of Japan, 1977 , vol. 50, # 11 p. 3033 - 3038

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Citation Number: 32

Abstract

In the enantioselective reduction of ω-substituted alkyl phenyl ketones, PhCO (CH 2) n Y, with lithium tri-l-menthoxyaluminum hydride, the effect of the functional groups, Y (NR 2, OMe, and SMe) on the stereoselectivity was examined in comparison with that of the alkyl group. Of the functional groups tested, the MeO group is more effective in enhancing the stereoselectivity than the NMe 2 or SMe group except in the case of n= 1. The optical ...