Synthesis of trans-perhydroisoquinolines by 6-endo-trig radical cyclization of amino-tethered vinyl bromides and cyclohexenes

被引：5

作者：

Quirante, Josefina ^{[1
]}

Vila, Xavier ^{[1
]}

Paloma, Laura ^{[1
]}

Guiu, Josep M. ^{[1
]}

Bonjoch, Josep ^{[1
]}

机构：

[1] Univ Barcelona, Lab Quim Organ, Fac Farm, E-08028 Barcelona, Spain

来源：

TETRAHEDRON | 2007年 / 63卷 / 06期

关键词：

vinyl radicals; decahydroisoquinolines; radical cyclization; nitrogen heterocycles;

D O I：

10.1016/j.tet.2006.11.087

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Bu3SnH-promoted cyclization of several N-(2-bromoprop-2-enyl)-N-[(4-oxocyclohex-l-enyl)methyl]alkylamines is reported. It has been found that the generated vinyl radicals evolve through a 6-endo-cyclization pathway giving rise to the corresponding 4,6-functionalized perhydroisoquinolines in a prevalent trans-relative configuration. (c) 2006 Elsevier Ltd. All rights reserved.

引用

页码：1372 / 1379

页数：8

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