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路易斯酸催化的亚苄基丙二酸酯的非对映选择性氢芳基化反应。

Lewis acid-catalyzed diastereoselective hydroarylation of benzylidene malonic esters.

作者信息

Duan Shaofeng, Jana Ranjan, Tunge Jon A

机构信息

Department of Chemistry, 1251 Wescoe Hall Drive, 2010 Malott Hall, and the KU Chemical Methodologies and Library Development Center of Excellence, The University of Kansas, Lawrence, Kansas 66045-7582, USA.

出版信息

J Org Chem. 2009 Jun 19;74(12):4612-4. doi: 10.1021/jo900367g.

Abstract

Herein we report that simple Lewis acids catalyze the hydroarylation of benzylidene malonates with phenols. Ultimately, 3,4-disubstituted dihydrocoumarins are obtained via a hydroarylation-lactonization sequence. Moreover, the dihydrocoumarins are formed with a high degree of diastereoselectivity favoring the trans stereoisomer.

摘要

在此,我们报道了简单的路易斯酸催化亚苄基丙二酸酯与酚的氢芳基化反应。最终,通过氢芳基化-内酯化序列得到了3,4-二取代二氢香豆素。此外,形成的二氢香豆素具有高度的非对映选择性,有利于反式立体异构体。

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