title: A Cation-Directed Enantioselective Sulfur-Mediated Michael/Mannich Three-Component Domino Reaction involving Chalcones as Michael Acceptors.
abstract: A new approach has been developed for an asymmetric sulfur-mediated three-component intermolecular Michael/Mannich domino reaction using chalcones as Michael acceptors. This reaction is catalyzed by chiral quaternary ammonium salts derived from modified quinine and provides facile access to complex sulfur-containing compounds with three contiguous stereogenic centers in yields of up to 93%, with 95:5 dr and 95% ee. These compounds were further elaborated to give the equivalent of a chiral aza-Morita-Baylis-Hillman reaction involving chalcones and azetidines bearing four chiral centers.
authors: Key Laboratory of Applied Chemistry of Chongqing Municipality, School of Chemistry and Chemical Engineering, Southwest University , Chongqing 400715, China.
authors: Ran
authors: R
authors: Ding
authors: Key Laboratory of Applied Chemistry of Chongqing Municipality, School of Chemistry and Chemical Engineering, Southwest University , Chongqing 400715, China.
authors: Bo
authors: B
authors: Zheng
authors: Key Laboratory of Applied Chemistry of Chongqing Municipality, School of Chemistry and Chemical Engineering, Southwest University , Chongqing 400715, China.
authors: Yan
authors: Y
authors: Wang
authors: Key Laboratory of Applied Chemistry of Chongqing Municipality, School of Chemistry and Chemical Engineering, Southwest University , Chongqing 400715, China.
authors: Yungui
authors: Y
authors: Peng
mesh_terms: D001384:Azetidines / Q000737:chemistry; D002384:Catalysis; D002412:Cations; D047188:Chalcones / Q000737:chemistry*; D007097:Imines / Q000737:chemistry; D015394:Molecular Structure; D013457:Sulfur Compounds / Q000138:chemical synthesis / Q000737:chemistry*
chemical_list: D001384:Azetidines; D002412:Cations; D047188:Chalcones; D007097:Imines; D013457:Sulfur Compounds