A new approach to phorbol by [4+3] oxyallyl cycloaddition and intramolecular Heck reaction

被引:38
作者
Lee, KH [1 ]
Cha, JK [1 ]
机构
[1] Univ Alabama, Dept Chem, Tuscaloosa, AL 35487 USA
关键词
D O I
10.1021/ol990709e
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A new synthetic strategy for a functionalized tricyclic core of phorbol has been developed by means of a [4 + 3] oxyallyl cycloaddition and subsequent intramolecular Heck reaction. The [4 + 3] oxyallyl cycloadduct 7 was chosen as the B-ring precursor of phorbol, Subsequent elaboration took advantage of its well-defined diastereofacial bias to afford the tricycle 5, This method should be of general value in the construction of 6,7- or 5,7-fused bicyclic systems.
引用
收藏
页码:523 / 525
页数:3
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