S-chiral sulfinamides as highly enantioselective organocatalysts.
Easily accessible chiral sulfinamide 2 has been developed as the first highly efficient and enantioselective organocatalyst relying solely on a chiral sulfur center for stereochemical induction. In the presence of 20 mol % of 2, a broad range of N-aryl ketimines 1 were reduced by trichlorosilane to produce amines 3 in high yield and enantioselectivity. [reaction: see text]
Pei
Dong
D
Natural Products Research Center, Chengdu Institute of Biology, Chinese Academy of Sciences, Chengdu 610041, China.
Wang
Zhouyu
Z
Wei
Siyu
S
Zhang
Yu
Y
Sun
Jian
J
D000588:Amines / Q000737:chemistry; D002384:Catalysis; D007202:Indicators and Reagents; D013237:Stereoisomerism; D013452:Sulfonium Compounds / Q000138:chemical synthesis*; D013455:Sulfur / Q000737:chemistry
D000588:Amines; D007202:Indicators and Reagents; D013452:Sulfonium Compounds; D013455:Sulfur