TRIMETHYL(PHENYL)AMMONIUM PERBROMIDE, AN EFFICIENT REAGENT FOR THE PARTIAL SYNTHESIS OF FUNCTIONALIZED SESQUITERPENE LACTONES

被引：10

作者：

COLLADO, IG

MADERO, JG

MASSANET, GM

LUIS, FR

机构：

[1] Departamento de Química Orgánica. Facultad

来源：

TETRAHEDRON LETTERS | 1990年 / 31卷 / 04期

关键词：

D O I：

10.1016/0040-4039(90)87035-X

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Brominative carbocyclization of costunolide 2 by trimethyl(phenyl)ammonium perbromide in pyridine leads to the eudesmanolides 6, 7 and 8. Regio and stereospecific addition of bromine to the 11, 13-double bond also occurs providing a useful route to C-7, C-11 and C-13 functionalized sesquiterpene lactones. Dehydrobromination of 1-β-bromocyclocostunolide 6 occurs via epimerization at C-1. © 1990.

引用

页码：563 / 566

页数：4

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