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

被引：58
|
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.
引用
收藏
页码：3009 / 3011
页数：3
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