CHIRAL INDUCTION IN ARYL RADICAL CYCLIZATION TO THE ALDIMINO FUNCTIONAL-GROUP

被引：27

作者：

TOMASZEWSKI, MJ ^{[1
]}

WARKENTIN, J ^{[1
]}

机构：

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

来源：

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS | 1993年 / 11期

关键词：

D O I：

10.1039/c39930000966

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

6-endo Cyclization of aryl radicals to carbon of aldimino double bonds (N-5/C-6) in chiral ortho-substituents afforded 1,2,3,4-tetrahydroisoquinolines in yields to 69%, with 58% d.e. and 97% e.e., while 5-exo cyclization to carbon in isomeric radicals (C-5/N-6 aldimine), leading to indanamines, was highly regioselective and fast, k5-exo = 3.9 x 10(8) s-1 at 80-degrees-C.

引用

页码：966 / 968

页数：3

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