Torsak LuanphaisarnnontSasikarn HanprasitVetiga SomjitVuthichai ErvithayasupornMahidol University2019-08-232019-08-232018-02-01Catalysis Letters. Vol.148, No.2 (2018), 779-7861572879X1011372X2-s2.0-85039713811https://repository.li.mahidol.ac.th/handle/20.500.14594/45437© 2017, Springer Science+Business Media, LLC, part of Springer Nature. Abstract: A chiral pyrrolidine bridged polyhedral oligomeric silsesquioxane (SQ) was synthesized, characterized, and used as an effective heterogeneous catalyst. The synthesis involves two simple steps: nucleophilic substitution between benzylchloride functionalized SQ and imidazoyl pyrrolidine carboxylate and subsequent deprotection. The catalyst was isolated by simple filtration. The SQ-supported chiral pyrrolidine catalyst was used as a heterogeneous catalyst in an asymmetric Michael addition into nitrostyrenes under room temperature and neat condition, giving the product in excellent yields (85–91%), diastereoselectivities (up to 99:1) and enantioselectivities (95–98%). The catalyst can be recycled by a simple filtration without a significant loss in its reactivity and selectivity.Mahidol UniversityChemical EngineeringChemistryArticleSCOPUS10.1007/s10562-017-2286-z