Highly diastereoselective Diels-Alder cycloadditions of 9R-(1-methoxyethyl)anthracene with p-benzoquinone

被引：20
作者：
Adams, Harry [1 ]
Jones, Simon [1 ]
Ojea-Jimenez, Isaac [1 ]
机构：
[1] Univ Sheffield, Dept Chem, Sheffield, S Yorkshire, England
来源：
ORGANIC & BIOMOLECULAR CHEMISTRY | 2006年 / 4卷 / 11期
关键词：
D O I：
10.1039/b603819k
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Diels - Alder cycloadditions of p-benzoquinone with 9R-(1-methoxyethyl) anthracene provides a 60 : 40 ratio of cycloadducts when heated at reflux in xylene. Mechanistic studies to explore the origins of this selectivity have shown that at lower temperatures the kinetic product predominates, giving a 96 : 4 ratio of cycloadducts.
引用
收藏
页码：2296 / 2303
页数：8
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