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双功能氨基砜催化的不对称共轭加成到烯基炔基亚胺作为烯酮的替代物。

Bifunctional amino sulfonamide-catalyzed asymmetric conjugate addition to alkenyl alkynyl ketimines as enone surrogates.

机构信息

Department of Chemistry, Graduate School of Science, Kyoto University, Sakyo, Kyoto 606-8502, Japan.

出版信息

Chem Commun (Camb). 2021 Mar 18;57(22):2808-2811. doi: 10.1039/d0cc07842e. Epub 2021 Feb 18.

DOI:10.1039/d0cc07842e
PMID:33600542
Abstract

A bifunctional amino sulfonamide-catalyzed asymmetric conjugate addition of aldehydes to alkenyl alkynyl ketimines as reactive surrogates for enones has been developed. Use of a phenylcyclopropane-based amino sulfonamide catalyst, which can activate and orient the ketimines through hydrogen bonding, affords the desired conjugate adducts with high chemo-, diastereo- and enantioselectivity.

摘要

发展了一种双功能氨基砜催化的醛与烯基炔基亚胺的不对称共轭加成反应,亚胺是烯酮的反应性替代物。使用基于苯基环丙烷的氨基砜催化剂,通过氢键活化和定向亚胺,可以高化学选择性、非对映选择性和对映选择性地得到所需的共轭加成产物。

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