席夫碱催化的膦酸二苯酯对硝基烯烃的对映选择性迈克尔加成反应。
Squaramide-catalyzed enantioselective Michael addition of diphenyl phosphite to nitroalkenes.
机构信息
Department of Chemistry, University of Chicago, 5735 S. Ellis Ave. Chicago, IL 60637, USA.
出版信息
Angew Chem Int Ed Engl. 2010;49(1):153-6. doi: 10.1002/anie.200904779.
Abstract
. An easily prepared squaramide catalyst promotes highly enantioselective Michael addition reactions of diphenyl phosphite to a broad range of nitroalkenes, including those bearing acidic protons or sterically demanding aliphatic substituents. The methodology provides facile access to chiral β-nitro phosphonates, which are precursors to biologically active β-amino phosphonic acids.
摘要
. 一种易于制备的 squaramide 催化剂促进了手性膦酸二苯酯对广泛的硝基烯烃的高度对映选择性迈克尔加成反应，包括那些带有酸性质子或空间位阻较大的脂肪族取代基的硝基烯烃。该方法为手性β-硝基膦酸酯提供了简便的合成途径，而β-硝基膦酸酯是生物活性β-氨基膦酸的前体。
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