Probing the lewis acid-catalyzed intramolecular diels-alder cyclizations of allylic alkoxy-substituted (Z)-1, 3-dienes

被引:20
作者
Dineen, TA [1 ]
Roush, WR [1 ]
机构
[1] Univ Michigan, Dept Chem, Ann Arbor, MI 48109 USA
关键词
D O I
10.1021/ol035900+
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The Lewis acid-promoted Diels-Aider reaction of (E,Z,E)-trienal 1 provides not only the expected cis-fused cycloadduct 16 but also the transfused products 17 and 18. Trans-fused cycloadducts 17 and 18 are also products of the Lewis acid-promoted cyclization of (E,Z,E)-trienyl acetal 2. These products presumably derive from a stepwise cyclization pathway.
引用
收藏
页码:4725 / 4728
页数:4
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