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Science China Chemistry

, Volume 54, Issue 11, pp 1726–1734 | Cite as

Novel supramolecular organocatalysts of hydroxyprolinamide based on calix[4]arene scaffold for the enantioselective Biginelli reaction

  • ZhengYi Li
  • HuaiJie Xing
  • GuoLi Huang
  • XiaoQiang Sun
  • JuLi Jiang
  • LeYong Wang
Articles

Abstract

A series of novel supramolecular organocatalysts of hydroxyprolinamide based on the upper rim of calix[4]arene scaffold have been developed to catalyze enantioselective multi-component Biginelli reaction. Under the optimal conditions, the reactions occurred with moderate-to-excellent enantioselectivities (up to 98% ee). A plausible transition state constructed by the supramolecular interaction of hydrogen bond and cation-π between catalysts and substrates has been proposed.

Keywords

supramolecular organocatalyst calix[4]arene hydroxyprolinamide enantioselective Biginelli reaction 

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Copyright information

© Science China Press and Springer-Verlag Berlin Heidelberg 2011

Authors and Affiliations

  1. 1.Key Laboratory of Fine Petrochemical Engineering, School of Petrochemical EngineeringChangzhou UniversityChangzhouChina
  2. 2.Institute of Chemical Biology and Drug Innovation, School of Chemistry and Chemical EngineeringNanjing UniversityNanjingChina

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