Pyrrolidine-thiourea as a bifunctional organocatalyst: highly enantioselective Michael addition of cyclohexanone to nitroolefins.
[reaction: see text] Asymmetric Michael additions of cyclohexanone to both aryl and alkyl nitroolefins in the presence of 20 mol % of organocatalyst 2b and 10 mol % of n-butyric acid afford adducts 5 with high diastereoselectivities and enantioselectivities.
Cao
Chun-Li
CL
The State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, China.
Ye
Meng-Chun
MC
Sun
Xiu-Li
XL
Tang
Yong
Y
D000475:Alkenes / Q000737:chemistry*; D002384:Catalysis; D003512:Cyclohexanones / Q000737:chemistry*; D015394:Molecular Structure; D009574:Nitro Compounds / Q000737:chemistry*; D011759:Pyrrolidines / Q000737:chemistry*; D013237:Stereoisomerism; D013890:Thiourea / Q000737:chemistry*
D000475:Alkenes; D003512:Cyclohexanones; D009574:Nitro Compounds; D011759:Pyrrolidines; D013890:Thiourea