Enantiomerically pure 2-piperazinemethanols as novel chiral ligands of oxazaborolidine catalysts in enantioselective borane reductions

被引：30
作者：
Inoue, T
Sato, D
Komura, K
Itsuno, S [1 ]
机构：
[1] Toyohashi Univ Technol, Dept Mat Sci, Toyohashi, Aichi 4418580, Japan
[2] Nippon Soda Co Ltd, Odawara Res Ctr, Res & Planning Lab, Kanagawa 2500280, Japan
来源：
TETRAHEDRON LETTERS | 1999年 / 40卷 / 29期
关键词：
asymmetric reduction; piperazinemethanol; ketones; oxime ethers;
D O I：
10.1016/S0040-4039(99)01031-X
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Novel enantiomerically pure 2-piperazinemethanols (3-5) were synthesized from 2-piperazinecarboxylic acid 1. The asymmetric reduction of aromatic ketones, ketimine and oxime ether has been performed with reagents prepared from 2-piprazinemethanol and borane to yield enantiomerically enriched alcohols and amines, respectively. The preferred absolute configuration of the product was dependent on the structure of the sulfonyl substituent in the chiral ligand. (C) 1999 Elsevier Science Ltd. All rights reserved.
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收藏
页码：5379 / 5382
页数：4
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