Organocatalysts wrapped around by poly(ethylene glycol)s (PEGs): a unique host-guest system for asymmetric Michael addition reactions.
Asymmetric Michael addition reactions of unmodified ketones to nitroalkenes were performed in PEGs catalyzed by novel pyrrolidinyl-thioimidazolium salts to give products in up to 97% yield and 99% enantioselectivity; ESI mass spectrometric detection for the first time gave evidence of the presence of the PEG-organocatalyst host-guest complex.
Xu
Dan Qian
DQ
State Key Laboratory Breeding Base of Green Chemistry-Synthesis Technology, Zhejiang University of Technology, Hangzhou, China.
Luo
Shu Ping
SP
Wang
Yi Feng
YF
Xia
Ai Bao
AB
Yue
Hua Dong
HD
Wang
Li Ping
LP
Xu
Zhen Yuan
ZY
D000475:Alkenes / Q000138:chemical synthesis*; D002384:Catalysis; D007202:Indicators and Reagents; D007659:Ketones / Q000138:chemical synthesis*; D009682:Magnetic Resonance Spectroscopy; D011092:Polyethylene Glycols / Q000737:chemistry*; D011759:Pyrrolidines; D021241:Spectrometry, Mass, Electrospray Ionization; D013055:Spectrophotometry, Infrared; D013237:Stereoisomerism; D014961:X-Ray Diffraction
D000475:Alkenes; D007202:Indicators and Reagents; D007659:Ketones; D011759:Pyrrolidines; D011092:Polyethylene Glycols