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新型吡咯烷-硫代海因/硫代四氢嘧啶酮作为高效不对称迈克尔加成反应的催化剂。

Novel pyrrolidine-thiohydantoins/thioxotetrahydropyrimidinones as highly effective catalysts for the asymmetric Michael addition.

机构信息

Laboratory of Organic Chemistry, Department of Chemistry, University of Athens, Panepistimiopolis, 15771, Athens, Greece.

出版信息

Org Biomol Chem. 2011 May 7;9(9):3386-95. doi: 10.1039/c0ob01083a. Epub 2011 Mar 18.

DOI:10.1039/c0ob01083a
PMID:21423944
Abstract

The synthesis of novel organocatalysts consisting of a pyrrolidine moiety and a thiohydantoin or a thioxotetrahydropyrimidinone ring is described. The compound combining the pyrrolidine with the thioxotetrahydropyrimidinone was found to be a highly effective catalyst for the Michael reaction. Low catalyst loadings (1-2.5%) can be employed leading to quantitative yields and excellent stereoselectivities in the reaction between cyclic ketones and nitroolefins.

摘要

描述了一种新型的有机催化剂的合成,该催化剂由吡咯烷部分和硫代海因或硫代四氢嘧啶酮环组成。发现将吡咯烷与硫代四氢嘧啶酮结合的化合物是迈克尔反应的一种非常有效的催化剂。可以使用低催化剂负载量(1-2.5%),从而在环状酮和硝基烯烃之间的反应中获得定量产率和优异的立体选择性。

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