Highly stereoselective 6π electrocyclization of bridged bicyclic 1,3,5-trienes

被引：24

作者：

Benson, Chantel L. ^{[1
]}

West, F. G. ^{[1
]}

机构：

[1] Univ Alberta, Dept Chem, Edmonton, AB T6G 2G2, Canada

来源：

ORGANIC LETTERS | 2007年 / 9卷 / 13期

关键词：

D O I：

10.1021/ol070924s

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Conjugated 1,3,5-hexatrienes encased in bridged bicyclic skeletons are prepared by cross-coupling followed by half-reduction of the resulting dienynes. The trienes undergo 6 pi electrocyclization at an ambient or elevated temperature to furnish complex, polycyclic cyclohexadienes. In all cases, complete selectivity in favor of cyclization from the exo face of the bridged bicyclic system was seen, in contrast to the corresponding 4 pi Nazarov cyclizations.

引用

页码：2545 / 2548

页数：4

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