GENERATION OF NITRILE OXIDES THROUGH O-METALATION OF HYDROXIMOYL CHLORIDES - CHELATION-CONTROLLED SYN-SELECTIVE CYCLOADDITION OF NITRILE OXIDES TO ALPHA-SUBSTITUTED ALLYL ALCOHOLS

被引：52

作者：

KANEMASA, S ^{[1
]}

KOBAYASHI, S ^{[1
]}

NISHIUCHI, M ^{[1
]}

YAMAMOTO, H ^{[1
]}

WADA, E ^{[1
]}

机构：

[1] KYUSHU UNIV,INTERDISCIPLINARY GRAD SCH ENGN SCI,DEPT MOLEC SCI & TECHNOL,KASUGA 816,JAPAN

来源：

TETRAHEDRON LETTERS | 1991年 / 32卷 / 44期

关键词：

D O I：

10.1016/0040-4039(91)80171-2

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

New generation of nitrile oxides by treatment of hydroximoyl chlorides with organometallics is reported. Thier cycloadditions to the allyl alcohols bearing a chiral center at the 1-position proceed in a syn-selective manner, providing the first example of stereocontrol of 1,3-dipolar cycloaddition by the aid of metal chelation.

引用

页码：6367 / 6370

页数：4