芳基乙烯基酮的西拉-森田-贝利斯-希尔曼反应：克服二聚化问题。
Sila-Morita-Baylis-Hillman reaction of arylvinyl ketones: overcoming the dimerization problem.
作者信息
Trofimov Alexander, Gevorgyan Vladimir
机构信息
Department of Chemistry, University of Illinois at Chicago, 845 West Taylor Street, Chicago, Illinois 60607-7061, USA.
出版信息
Org Lett. 2009 Jan 1;11(1):253-5. doi: 10.1021/ol8026522.
Arylvinyl ketones, under Morita-Baylis-Hillman (MBH) reaction conditions, produce a mixture of dimerization products. We propose a solution to this problem: a sila-MBH reaction. This cascade reaction involves addition of phosphine catalyst to arylvinyl ketones, trapping of the forming beta-silylenolate with aldehyde, followed by a 1,3-Brook rearrangement to give the Si-MBH adducts in good to excellent yields.
在森田-贝利斯-希尔曼（MBH）反应条件下，芳基乙烯基酮会生成二聚产物的混合物。我们提出了一个解决该问题的方案：硅基-MBH反应。这种串联反应包括将膦催化剂添加到芳基乙烯基酮中，用醛捕获生成的β-硅烯醇盐，随后进行1,3-布鲁克重排，以良好至优异的产率得到硅基-MBH加合物。
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