Overcoming the Limitations of the Morita-Baylis-Hillman Reaction: A Rapid and General Synthesis of α-Alkenyl-β′-hydroxy Thioesters
Overcoming the Limitations of the Morita-Baylis-Hillman Reaction: A Rapid and General Synthesis of α-Alkenyl-β′-hydroxy Thioesters
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DOI：
10.1021/ol801896q
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发表时间：
2008-11-06
期刊：
影响因子：
5.2
通讯作者：
Coltart, Don M.
中科院分区：
文献类型：
--
作者：
Tarsis, Emily;Gromova, Anna;Coltart, Don M.
Acryloyl chlorides, aldehydes, and PhSLi undergo a direct aldol cascade sequence in the presence of MgBr2 center dot OEt2 Via in situ derived thioester enolates, which is followed by oxidative elimination to give alpha-alkenyl-beta'-hydroxy thioesters. Overall, the procedure is rapid, efficient, and generally applicable, even to beta-substituted acryloyl chlorides, thus providing an alternative to the Morita-Baylis-Hillman reaction with substantially greater synthetic scope and utility.
