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对映选择性胺-银共催化的柯尼希斯-烯反应的开发

Development of an enantioselective amine-silver co-catalyzed Conia-ene reaction.

作者信息

Blümel M, Hack D, Ronkartz L, Vermeeren C, Enders D

机构信息

Institute of Organic Chemistry, RWTH Aachen University, Landoltweg 1, 52074 Aachen, Germany.

出版信息

Chem Commun (Camb). 2017 Apr 4;53(28):3956-3959. doi: 10.1039/c7cc01807j.

Abstract

The development of a novel cooperative catalytic system for an amine-silver co-catalyzed Conia-ene reaction of alkyne-tethered C-H-acidic compounds is reported. By using a cost-effective silver salt and a small diamine for the 5-exo-dig-cyclization the cyclopentane products are obtained in very good yields. The enantioselectivity of the reaction could be controlled by exchanging the diamine co-catalyst with a cinchona-derived primary amine.

摘要

报道了一种用于炔基连接的C-H酸性化合物的胺-银共催化柯尼-烯反应的新型协同催化体系的开发。通过使用具有成本效益的银盐和一种小的二胺进行5-外向-双环化反应,可获得产率非常高的环戊烷产物。通过用金鸡纳衍生的伯胺交换二胺共催化剂,可以控制反应的对映选择性。

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