GENERAL-SYNTHESIS OF (Z)-ALK-1-EN-1-YL ESTERS VIA RUTHENIUM-CATALYZED ANTI-MARKOVNIKOV TRANS-ADDITION OF CARBOXYLIC-ACIDS TO TERMINAL ALKYNES

被引：158

作者：

DOUCET, H ^{[1
]}

MARTINVACA, B ^{[1
]}

BRUNEAU, C ^{[1
]}

DIXNEUF, PH ^{[1
]}

机构：

[1] UNIV RENNES 1,CHIM COORDINAT ORGAN LAB,CNRS,URA 415,F-35042 RENNES,FRANCE

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1995年 / 60卷 / 22期

关键词：

D O I：

10.1021/jo00127a033

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The direct addition of carboxylic acids to terminal alkynes in the presence of catalytic amounts of (bis(diphenylphosphino)alkane)Ru(eta(3)-methallyl)(2) complexes provides a novel selective route to (Z)-alk-1-en-1-yl esters. This reaction involves an anti-Markovnikov and trans-addition to alkynes and gives access to a variety of new (Z)-alkene derivatives from hex-1-yne, phenylacetylene, and (trimethylsilyl)acetylene. The actual catalyst precursors are (bis(diphenylphosphino)alkane)Ru(eta(2)-carboxylate)(2) complexes formed in situ during the reaction.

引用

页码：7247 / 7255

页数：9

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