GENERAL-SYNTHESIS OF (Z)-ALK-1-EN-1-YL ESTERS VIA RUTHENIUM-CATALYZED ANTI-MARKOVNIKOV TRANS-ADDITION OF CARBOXYLIC-ACIDS TO TERMINAL ALKYNES
GENERAL-SYNTHESIS OF (Z)-ALK-1-EN-1-YL ESTERS VIA RUTHENIUM-CATALYZED ANTI-MARKOVNIKOV TRANS-ADDITION OF CARBOXYLIC-ACIDS TO TERMINAL ALKYNES
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DOI：
10.1021/jo00127a033
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发表时间：
1995-11-03
影响因子：
3.6
通讯作者：
DIXNEUF, PH
中科院分区：
文献类型：
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作者：
DOUCET, H;MARTINVACA, B;DIXNEUF, PH
在催化量的(bis(diphenylphosphino)alkane)Ru(eta(3)-methallyl)(2)络合物存在下，羧酸直接加成末端炔烃提供了一条合成(Z)-烷基-1-烯-1-酯的新的选择性路线。该反应涉及到乙炔的反Markovnikov和反式加成反应，并可从十六烷基乙炔、苯乙炔和(三甲基硅基)乙炔获得各种新的(Z)-烯烃衍生物。实际的催化剂前体是在反应过程中原位形成的(bis(diphenylphosphino)alkane)Ru(eta(2)-carboxylate)(2)络合物。
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.