Biomimetic cycloaddition approach to tropolone natural products via a tropolone ortho-quinone methide

被引：59

作者：

Adlington, RM

Baldwin, JE

Mayweg, AVW

Pritchard, GJ

机构：

[1] Univ Oxford, Dyson Perrins Lab, Oxford OX1 3QY, England

[2] Univ Loughborough, Dept Chem, Loughborough LE11 3TU, Leics, England

来源：

ORGANIC LETTERS | 2002年 / 4卷 / 17期

关键词：

D O I：

10.1021/ol026467r

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A study toward a possible biomimetic hetero Diels-Alder reaction is reported between humulene and a novel tropolone ortho-quinone methide. A suitable tropolone ortho-quinone methide precursor has been prepared from 3-methyl-2-furoate. Heating the ortho-quinone methide precursor gave a tropolone ortho-quinone methide, which in the presence of humulene underwent a hetero Diels-Alder reaction to give a deoxy analogue of epolone B.

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页码：3009 / 3011

页数：3

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