Convenient route to enantiopure aryl cyclopentanes via Diels-Alder reaction of asymmetric dienes. Total synthesis of (+)-herbertene and (+)-cuparene

被引：24

作者：

Nayek, A

Drew, MGB

Ghosh, S

机构：

[1] Indian Assoc Cultivat Sci, Dept Organ Chem, Kolkata 700032, W Bengal, India

[2] Univ Reading, Dept Chem, Reading RG6 6AD, Berks, England

来源：

TETRAHEDRON | 2003年 / 59卷 / 28期

基金：

英国工程与自然科学研究理事会;

关键词：

aromatization; asymmetric synthesis; decarboxylation; Diels-Alder reactions; terpenes and terpenoids;

D O I：

10.1016/S0040-4020(03)00807-X

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A general route for the synthesis of highly substituted aryl cyclopentanes has been developed involving Diels-Alder reaction of asymmetric dienes prepared from (+)-camphoric acid followed by aromatization of the resulting cyclohexene derivatives. Employing this protocol enantiospecific synthesis of (+)-herbertene and (+)-cuparene has been accomplished. (C) 2003 Elsevier Science Ltd. All rights reserved.

引用

页码：5175 / 5181

页数：7

共 36 条

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