Highly catalytic enantioselective reduction of aromatic ketones using chiral polymer-supported Corey, Bakshi, and Shibata catalysts

被引:22
作者
Degni, S [1 ]
Wilén, CE [1 ]
Rosling, A [1 ]
机构
[1] Abo Akad Univ, Lab Polymer Technol, FIN-20500 Turku, Finland
关键词
D O I
10.1016/j.tetasy.2004.03.012
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
A systematic study was conducted to formulate the optimal reaction parameters for polymer-supported (PS)-oxazaborolidine catalyzed enantioselective ketone reduction. The B-methylated chiral oxazaborolidine prepared in situ from the previously reported polymers by Degni et al. have been used in the enantioselective borane reduction of some substituted aromatic ketones to afford the corresponding optical active secondary alcohol products. While the linear-bound system shows low enantioselectivity, the cross-linked version affords enantioselectivities almost identical to those of the monomeric model (with up to 96% enantiomeric excesses). (C) 2004 Elsevier Ltd. All rights reserved.
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收藏
页码:1495 / 1499
页数:5
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