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区域选择性铑(I)催化保护烯丙基胺与硼酸芳基的氢芳基化反应。

Regioselective rhodium(I)-catalyzed hydroarylation of protected allylic amines with arylboronic acids.

机构信息

Davenport Laboratories, Department of Chemistry, University of Toronto, Toronto, Ontario, Canada M5H 3H6.

出版信息

Org Lett. 2010 Jun 4;12(11):2456-9. doi: 10.1021/ol100974f.

Abstract

A novel regioselective rhodium(I)-catalyzed hydroarylation of unactivated alkenes with arylboronic acids is described. The catalytic system employs Rh(COD)OH and BINAP to effect the addition of various arylboronic acids to protected allylic amines. The regioselectivity was found to be highly dependent on the protecting group, favoring the linear addition product with up to 92% yield and >20:1 regioselectivity.

摘要

本文描述了一种新型的、区域选择性的铑(I)催化未活化烯烃与芳基硼酸的氢芳基化反应。该催化体系采用Rh(COD)OH和 BINAP,实现了各种芳基硼酸对保护烯丙基胺的加成。区域选择性高度依赖于保护基,有利于形成线性加成产物,最高产率达 92%,区域选择性大于 20:1。

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