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可见光有机光氧化还原催化与不对称有机催化相结合用于二氢喹喔啉酮与酮的对映选择性曼尼希反应

A Combination of Visible-Light Organophotoredox Catalysis and Asymmetric Organocatalysis for the Enantioselective Mannich Reaction of Dihydroquinoxalinones with Ketones.

作者信息

Rostoll-Berenguer Jaume, Blay Gonzalo, Muñoz M Carmen, Pedro José R, Vila Carlos

机构信息

Departament de Química Orgànica, Facultat de Química , Universitat de València , Dr. Moliner 50 , 46100 Burjassot, València , Spain.

Departament de Física Aplicada , Universitat Politècnica de València , Camino de Vera s/n , 46022 València , Spain.

出版信息

Org Lett. 2019 Aug 2;21(15):6011-6015. doi: 10.1021/acs.orglett.9b02157. Epub 2019 Jul 11.

DOI:10.1021/acs.orglett.9b02157
PMID:31294566
Abstract

An enantioselective photooxidative Mannich reaction of dihydroquinoxalinones with ketones by the merger of organophotoredox and asymmetric organocatalysis is described. This protocol features very mild reaction conditions using simple and cheap catalysts (Eosin Y and ()-Proline) for the synthesis of chiral quinoxaline derivatives with good to high yields (up to 94%) and excellent enantioselectivities (up to 99% ee).

摘要

本文描述了通过有机光氧化还原和不对称有机催化相结合,实现二氢喹喔啉酮与酮的对映选择性光氧化曼尼希反应。该方法具有非常温和的反应条件,使用简单且廉价的催化剂(曙红Y和()-脯氨酸)来合成手性喹喔啉衍生物,产率良好至高(高达94%),对映选择性优异(高达99% ee)。

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