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由可切换模块化设计的有机催化剂催化的多米诺迈克尔/Michael 反应。

Domino Michael/Michael reaction catalyzed by switchable modularly designed organocatalysts.

机构信息

Department of Chemistry, University of Texas at San Antonio, One UTSA Circle, San Antonio, Texas 78249-069, USA.

出版信息

Org Biomol Chem. 2021 Dec 22;20(1):163-172. doi: 10.1039/d1ob01991k.

DOI:10.1039/d1ob01991k
PMID:34877959
Abstract

The domino Michael/Michael reaction between ()-7-aryl-7-oxohept-5-enals and -cinnamaldehydes was investigated by using modularly designed organocatalysts (MDOs). It was found that both the enamine and iminium catalytic modes of the MDOs are switchable and can be individually switched on and off by using appropriate combinations of the precatalyst modules and the reaction conditions. When both the enamine and iminium catalysis modes of the MDOs are switched on, the desired domino reaction products can be obtained in good yields and stereoselectivities under optimized conditions.

摘要

()-7-芳基-7-氧代庚-5-烯醛与肉桂醛之间的多米诺迈克尔/迈克尔反应采用模块化设计的有机催化剂(MDOs)进行了研究。结果发现,MDO 的烯胺和亚胺催化模式都是可切换的,可以通过适当组合前催化剂模块和反应条件来分别打开和关闭。当 MDO 的烯胺和亚胺催化模式都打开时,在优化条件下可以以良好的收率和立体选择性获得所需的多米诺反应产物。

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