ASYMMETRIC TANDEM ADDITIONS TO CHIRAL NAPHTHYLOXAZOLINES - A NEW AND POTENT CHIRAL AUXILIARY RESULTING IN A MAJOR IMPROVEMENT IN CONVENIENCE AND EFFICIENCY

被引：60

作者：

RAWSON, DJ ^{[1
]}

MEYERS, AI ^{[1
]}

机构：

[1] COLORADO STATE UNIV,DEPT CHEM,FT COLLINS,CO 80523

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1991年 / 56卷 / 07期

关键词：

D O I：

10.1021/jo00007a010

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Excellent diastereofacial selectivities over a wide range of temperatures (-78 to 25-degrees-C) were obtained with the title compounds with use of chiral oxazolines derived from (S)-valinol or (S)-tert-leucinol. These are the first useful levels of asymmetric induction observed without the presence of the chelating methoxyl groups. The dihydronaphthylcarbinols and aldehydes resulting from these additions were obtained in > 98% ee.

引用

页码：2292 / 2294

页数：3

共 26 条

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