Asymmetric Organocatalysis with Novel Chiral Thiourea Derivatives: Bifunctional Catalysts for the Strecker and Nitro??Michael Reactions

…, DA Yalalov, MJ Hateley, C Weckbecker…

Index: Tsogoeva, Svetlana B.; Yalalov, Denis A.; Hateley, Martin J.; Weckbecker, Christoph; Huthmacher, Klaus European Journal of Organic Chemistry, 2005 , # 23 p. 4995 - 5000

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Citation Number: 70

Abstract

Abstract Novel bifunctional organocatalysts bearing both a thiourea moiety and an imidazole group on a chiral scaffold were synthesized and applied to the Strecker synthesis and nitro- Michael reaction. The addition of acetone to nitroolefins in the presence of these novel bifunctional organocatalysts gave enantioselectivities (up to 87% ee) that are superior to those generated by the proline and/or homo-proline tetrazole catalysts described in the ...