L-Valine derived chiral N-sulfinamides as effective organocatalysts for the asymmetric hydrosilylation of N-alkyl and N-aryl protected ketimines.
L-Valine derived N-sulfinamides have been developed as efficient enantioselective Lewis basic organocatalysts for the asymmetric reduction of N-aryl and N-alkyl ketimines with trichlorosilane. Catalyst 3c afforded up to 99% yield and 96% ee in the reduction of N-alkyl ketimines and up to 98% yield and 98% ee in the reduction of N-aryl ketimines.
Natural Products Research Centre, Chengdu Institute of Biology, Chinese Academy of Sciences, Chengdu, 610041, China. sunjian@cib.ac.cn wangchao@cib.ac.cn.
Chao
C
Wang
Xinjun
X
Wu
Li
L
Zhou
Jian
J
Sun
D002384:Catalysis; D007097:Imines / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D019158:N-Acetylneuraminic Acid / Q000737:chemistry*; D009570:Nitriles / Q000737:chemistry*; D009930:Organic Chemicals / Q000737:chemistry*; D021241:Spectrometry, Mass, Electrospray Ionization; D013237:Stereoisomerism; D014633:Valine / Q000737:chemistry*
D007097:Imines; D009570:Nitriles; D009930:Organic Chemicals; C542835:ketimine; D019158:N-Acetylneuraminic Acid; D014633:Valine