文献类型：期刊文献

英文题名：Asymmetric formal [3+2] cycloaddition reaction of α-aryl isocyanoesters with N-aryl maleimides by bifunctional cinchona alkaloids-based squaramide/AgSbF6 cooperative catalysis

作者：Zhao, Mei-Xin[1]; Wei, Deng-Ke[1]; Ji, Fei-Hu[1]; Zhao, Xiao-Li[2]; Shi, Min[1,3]

机构：[1] Key Laboratory for Advanced Materials, Institute of Fine Chemicals, East China University of Science and Technology, 130 Meilong Road, Shanghai, 200237, China; [2] Department of Chemistry, East China Normal University, 3663 N. Zhongshan Road, Shanghai, 200062, China; [3] State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Road, Shanghai 200032, China

年份：2012

卷号：7

期号：12

起止页码：2777

外文期刊名：Chemistry - An Asian Journal

收录：EI(收录号：20124915753979)

语种：英文

外文关键词：Catalysis - Cycloaddition - Metabolites - Enantioselectivity

摘要：It is better to be cooperative: A highly diastereo- and enantioselective asymmetric [3+2] cycloaddition reaction of α-aryl isocyanoacetates with N-aryl maleimides through cooperative catalysis of cinchona alkaloid-derived squaramide/AgSbF6 was developed. A wide range of optically active, substituted 1,3a,4,5,6,6a-hexahydropyrrolo[3,4-c] pyrrole derivatives was obtained in high yields (up to 98 %), high diastereoselectivities (>20:1 d.r.), and good to excellent enantioselectivities (up to 92 % ee) under mild reaction conditions. Copyright ? 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.