模块化设计的有机催化剂催化的对映选择性曼尼希反应。
Enantioselective -Mannich reaction catalyzed by modularly designed organocatalysts.
作者信息
Konda Swapna, Zhao John C-G
机构信息
Department of Chemistry, University of Texas at San Antonio, One UTSA Circle, San Antonio, Texas 78249-0698, USA.
出版信息
Tetrahedron. 2018 Oct 18;74(42):6166-6172. doi: 10.1016/j.tet.2018.09.006. Epub 2018 Sep 5.
Abstract
A highly stereoselective method for achieving the -Mannich reaction of aldehydes and ketones with ethyl (4-methoxyphenylimino)acetate was realized using the modularly designed organocatalysts (MDOs) self-assembled from cinchona alkaloid derivatives and (A)-pyrrolidien-3-carboxylic acid in the reaction media. The desired -Mannich products were obtained in good to excellent yields (up to 93%), excellent diastereoselectivities (up to 99:1 dr), and good to high enantioselectivities (up to 99% ee).
摘要
通过在反应介质中使用由金鸡纳生物碱衍生物和（A）-吡咯烷-3-羧酸自组装而成的模块化设计有机催化剂（MDOs），实现了一种用于醛和酮与（4-甲氧基苯基亚氨基）乙酸乙酯进行-Mannich反应的高度立体选择性方法。所需的-Mannich产物以良好至优异的产率（高达93%）、优异的非对映选择性（高达99:1 dr）和良好至高的对映选择性（高达99% ee）得到。
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