Meninno, Sara Croce, Gianluca Lattanzi, Alessandra Asymmetric Synthesis of Trisubstituted Tetrahydrothiophenes Bearing a Quaternary Stereocenter via Double Michael Reaction Involving Dynamic Kinetic Resolution The stereoselective synthesis of highly functionalized tetrahydrothiophenes bearing three contiguous stereocenters, one of them quaternary, can be achieved by reacting <i>trans</i>-α-cyano-α,β-unsaturated ketones and <i>trans</i>-<i>tert</i>-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. enantioselectivity;tran;stereocenter;mercapto;presence;ketone;Trisubstituted Tetrahydrothiophenes Bearing;Double Michael Reaction;Asymmetric Synthesis;functionalized tetrahydrothiophenes;diastereoselectivity;formation;Michael reaction;Quaternary Stereocenter;amine thiourea;cascade;Dynamic Kinetic ResolutionThe stereoselective synthesis;quaternary 2013-07-05
    https://acs.figshare.com/articles/dataset/Asymmetric_Synthesis_of_Trisubstituted_Tetrahydrothiophenes_Bearing_a_Quaternary_Stereocenter_via_Double_Michael_Reaction_Involving_Dynamic_Kinetic_Resolution/2398819
10.1021/ol4014975.s002