1445582-70-6Relevant articles and documents
Asymmetric synthesis of trisubstituted tetrahydrothiophenes bearing a quaternary stereocenter via double michael reaction involving dynamic kinetic resolution
Meninno, Sara,Croce, Gianluca,Lattanzi, Alessandra
supporting information, p. 3436 - 3439 (2013/07/26)
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.