Free-radical functionalisation of vinylcyclopropanes

被引：16

作者：

Andrey, O

Camuzat-Dedenis, B

Chabaud, L

Julienne, K

Landais, Y

Parra-Rapado, L

Renaud, P

机构：

[1] Univ Bordeaux 1, Lab Chim Organ & Organomet, F-33405 Talence, France

[2] Univ Bern, Dept Chem & Biochem, CH-3000 Bern 9, Switzerland

来源：

TETRAHEDRON | 2003年 / 59卷 / 43期

关键词：

D O I：

10.1016/j.tet.2003.09.013

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Free-radical mediated cyclopropane ring opening of 2-silylbicyclo[3.1.0]hexane 1 has been carried out leading to the corresponding trisubstituted cyclopentenes 5 and 6 in good yield with complete 1,2-stereocontrot. [3+2]-Annulation has also been performed by trapping the resulting radical with electron-rich and electron-poor olefins, leading to the corresponding polycyclic compounds. Further studies on the functionalisation of dihydropyridines and pyrroles using this methodology is also described. (C) 2003 Elsevier Ltd. All rights reserved.

引用

页码：8543 / 8550

页数：8

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