Stereoselective synthesis of (E)-β-tributylstannyl-α,β-unsaturated ketones:: Construction of a key intermediate for the total synthesis of zoanthamine

被引：22

作者：

Nielsen, TE ^{[1
]}

Tanner, D ^{[1
]}

机构：

[1] Tech Univ Denmark, Dept Chem, DK-2800 Lyngby, Denmark

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2002年 / 67卷 / 18期

关键词：

D O I：

10.1021/jo025902s

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

(E)-beta-Trialkylstannyl-alpha,beta-unsaturated ketones are readily available from secondary propargylic alcohols via a two-step sequence involving highly regio- and stereoselective Pd(0)-catalyzed hydrostannation followed by mild oxidation (TPAP). The methodology has been applied to the synthesis of enantiomerically pure enone 12 which is a key intermediate for the total synthesis of zoanthamine, a structurally complex marine natural product.

引用

页码：6366 / 6371

页数：6

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