Organocatalytic cascade sulfa-Michael/aldol reaction of β,β-disubstituted enones: enantioselective synthesis of tetrahydrothiophenes with a trifluoromethylated quaternary center.
A bifunctional squaramide-catalyzed sulfa-Michael/aldol cascade reaction initiated by sulfa-Michael addition of mercaptoacetaldehyde to β-aryl-β-trifluoromethylated enones is successfully developed. The functionalized tetrahydrothiophenes with three continuous stereocenters including a trifluoromethylated quaternary carbon are readily obtained with moderate to good yields and high enantioselectivities.
State Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering, Lanzhou University , Lanzhou 730000, P.R. China.
Yu
Y
Su
Jun-Bing
JB
Ling
Shuang
S
Zhang
Peng-Fei
PF
Xu