FREE-RADICAL CHEMISTRY OF IMINES

被引：46

作者：

TOMASZEWSKI, MJ ^{[1
]}

WARKENTIN, J ^{[1
]}

WERSTIUK, NH ^{[1
]}

机构：

[1] MCMASTER UNIV,DEPT CHEM,HAMILTON,ON L8S 4M1,CANADA

来源：

AUSTRALIAN JOURNAL OF CHEMISTRY | 1995年 / 48卷 / 02期

关键词：

D O I：

10.1071/CH9950291

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Aryl radicals bearing an aldimino functional group as part of an ortho substituent cyclized by addition to C and/or N of the imino group. When the choice was between 5-exo closure to C and 6-endo closure to N, the former predominated. However, 6-endo closure to C predominated over 5-exo cyclization to N in isomeric imines. Absolute values of cyclization rate constants were determined and an explanation for the unusual 6-endo preference is offered. Chiral induction in 6-endo cyclization to C of an aldimine from D-glyceraldehyde acetonide was observed, and its sense was determined.

引用

页码：291 / 321

页数：31

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