title: Asymmetric synthesis of trisubstituted tetrahydrothiophenes bearing a quaternary stereocenter via double Michael reaction involving dynamic kinetic resolution.
abstract: The stereoselective synthesis of highly functionalized tetrahydrothiophenes bearing three contiguous stereocenters, one of them quaternary, can be achieved by reacting trans-α-cyano-α,β-unsaturated ketones and trans-tert-butyl 4-mercapto-2-butenoate in the presence of a readily available amine thiourea. The products are obtained in high yield, good diastereoselectivity, and excellent enantioselectivity. The overall formation of tetrahydrothiophenes occurs via a cascade double Michael reaction involving a highly efficient process of dynamic kinetic resolution.
authors.affiliation: Dipartimento di Chimica e Biologia, Università di Salerno, Via Giovanni Paolo II, 84084 Fisciano, Italy.
authors.forename: Sara
authors.initials: S
authors.lastname: Meninno
authors.forename: Gianluca
authors.initials: G
authors.lastname: Croce
authors.forename: Alessandra
authors.initials: A
authors.lastname: Lattanzi