Synthesis of highly functionalised enantiopure bicyclo[3.2.1]-octane systems from carvone

被引：13

作者：

Abad, A ^{[1
]}

Agulló, C ^{[1
]}

Cuñat, AC ^{[1
]}

de Alfonso, I ^{[1
]}

Navarro, I ^{[1
]}

Vera, N ^{[1
]}

机构：

[1] Fac Ciencias Quim, Dept Quim Organ, Valencia 46100, Spain

来源：

MOLECULES | 2004年 / 9卷 / 05期

关键词：

carvone; Diels-Alder reaction; cyclopropane cleavage; 5-vinyl-1,3-cyclohexadiene; samarium diiodide; bicyclo[3.2.1]octane; tricyclo[3.2.1.0(2.7)]octane;

D O I：

10.3390/90500287

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

The commercially available monoterpene carvone has been efficiently converted into the tricyclo[3.2.1.0(2.7)]octane and bicyclo[3.2.1]octane systems characteristic of some biologically active compounds. The sequence used for this transformation involves as key features an intramolecular Diels-Alder reaction of a 5-vinyl-1,3-cyclohexadiene and a cyclopropane ring opening.

引用

页码：287 / 299

页数：13

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