Synthetic studies on the ingenane diterpenes.: An improved entry into a trans-intrabridgehead system

被引：29

作者：

Rigby, JH ^{[1
]}

Bazin, B ^{[1
]}

Meyer, JH ^{[1
]}

Mohammadi, F ^{[1
]}

机构：

[1] Wayne State Univ, Dept Chem, Detroit, MI 48202 USA

来源：

ORGANIC LETTERS | 2002年 / 4卷 / 05期

关键词：

D O I：

10.1021/ol017280n

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[GRAPHICS] The efficient construction of an ingenol intermediate exhibiting "inside-outside" intrabridgehead stereochemistry is reported. The sequence features the net conversion of a cis-intrabridgehead compound into a highly strained trans-species via palladium-mediated isomerization of an allylic epoxide followed by a low-temperature alkoxide-accelerated 1,5-hydrogen migration.

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收藏

页码：799 / 801

页数：3

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