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铜催化的(Z)-环烯丙基和环烯丙基磷酸酯与芳基硼酸酯的γ-选择性和立体选择性烯丙基-芳基偶联反应。

Copper-catalyzed gamma-selective and stereospecific allyl-aryl coupling between (Z)-acyclic and cyclic allylic phosphates and arylboronates.

机构信息

Department of Chemistry, Faculty of Science, Hokkaido University, Sapporo 060-0810, Japan.

出版信息

Org Lett. 2010 May 21;12(10):2438-40. doi: 10.1021/ol100841y.

Abstract

A Cu-catalyzed allyl-aryl coupling reaction between (Z)-acyclic or cyclic allylic phosphates and arylboronates proceeds with excellent gamma-E-selectivity and 1,3-anti chirality transfer, which gives the corresponding coupling products with benzylic and allylic stereogenic centers. The wide availability and easy-to-handle nature of arylboronates, the inexpensiveness of the Cu catalyst system, and the high regio- and stereoselectivities are attractive features of this protocol.

摘要

一种铜催化的(Z)-非环或环状烯丙基磷酸酯与芳基硼酸的烯丙基-芳基偶联反应,具有极好的γ-E-选择性和 1,3-反手性转移,可得到具有苄基和烯丙基立体中心的相应偶联产物。芳基硼酸酯的广泛可用性和易于处理的性质、Cu 催化剂体系的廉价性以及高区域和立体选择性是该方案的吸引人的特点。

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