Tandem radical and non-radical reactions mediated with thiols - a new method of cleavage of allylic amines

被引：23

作者：

Bertrand, MP

Escoubet, S

Gastaldi, S

Timokhin, VI

机构：

[1] Univ Aix Marseille 3, Fac Sci St Jerome, Lab Chim Mol Organ, UMR 6517, F-13397 Marseille 20, France

[2] Natl Acad Sci Ukraine, Inst Phys Chem, Dept Chem Phys, UA-79053 Lvov, Ukraine

来源：

CHEMICAL COMMUNICATIONS | 2002年 / 03期

关键词：

D O I：

10.1039/b109781d

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Thiyl radical promotes the isomerisation of allylic amines into enamines via two consecutive hydrogen atom abstraction steps, and the subsequent polar addition of the corresponding thiol to the enamine results in the cleavage of the C-N bond via a thioaminal intermediate: this reaction provides a mild, metal-free methodology for the deprotection of allylated primary and secondary amines.

引用

页码：216 / 217

页数：2

共 12 条

[1] Influence of quaternization or coordination of nitrogen with a Lewis acid upon the diastereoselectivity of 5-exo ring closure of β-aminoalkyl radicals [J].