ASYMMETRIC REDUCTION OF KETOXIME O-ALKYL ETHERS WITH CHIRALLY MODIFIED NABH4-ZRCL4

被引:94
作者
ITSUNO, S
SAKURAI, Y
SHIMIZU, K
ITO, K
机构
[1] School of Materials Science, Toyohashi University of Technology, Toyohashi 440, Tempaku-cho
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1990年 / 07期
关键词
D O I
10.1039/p19900001859
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Reducing agents prepared from sodium borohydride (NaBH4), zirconium tetrachloride (ZrCI4), and chiral amino alcohols have been successfully applied to the enantioselective reduction of oxime ethers. Optically active primary amines were obtained in high enantiomeric excess ≤95% e.e.) with good chemical yield. The extent of asymmetric synthesis was dependent on the solvent, the temperature, the structure of chiral amino alcohol, and the proportions [NaBH4] : [ZrCl4] : [chiral amino alcohol] : [oxime ether].
引用
收藏
页码:1859 / 1863
页数:5
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