Asymmetric Synthesis Of Trisubstituted Tetrahydrothiophenes Catalyzed By Chiral Cation-binding Polyether-KF Complex

A chiral cation-binding polyether-KF complex catalyzed asymmetric cascade sulfa-Michael/aldol condensation reaction of 1,4-dithiane-2,5-diol and a series of ?,?-unsaturated ketones is described to access chiral trisubstituted tetrahydrothiophene derivatives.The target products,including the spiro tetrahydrothiophene derivatives bearing a five-,six-,and seven-membered ring were highly functionalized and showed high ee value.This established protocol realized a highly enantioselective reaction with a catalytic amount of KF and Song's chiral oligoEG via in situ generated chiral fluoride to construct useful heterocyclic skeletons with great complexity.