Highly enantioselective reduction of β-amino nitroolefins with a simple N-sulfinyl urea as bifunctional catalyst.
Simple but effective: A structurally simple N-sulfinyl urea was found to be a highly efficient bifunctional catalyst, which allows for the development of a novel pathway for the construction of chiral β-amino nitroalkanes through enantioselective reduction of β-amino nitroolefins by trichlorosilane. High yields and excellent enantioselectivities were obtained for a broad range of β-arylamino nitroolefin substrates (see scheme).
Natural Products Research Center, Chengdu Institute of Biology, Chinese Academy of Sciences, Chengdu 610041, PR China.
Xiang-Wei
XW
Liu
Yan
Y
Yan
Yong-Qiang
YQ
Wang
Chao
C
Wang
Jian
J
Sun
D000475:Alkenes / Q000737:chemistry*; D000588:Amines / Q000737:chemistry*; D002384:Catalysis; D009607:Nitrosourea Compounds / Q000737:chemistry*; D013237:Stereoisomerism; D014508:Urea / Q000737:chemistry*
D000475:Alkenes; D000588:Amines; D009607:Nitrosourea Compounds; D014508:Urea