Catalytic enantioselective fluorination of beta-keto esters by phase-transfer catalysis using chiral quaternary ammonium salts.
[reaction: see text] The catalytic enantioselective electrophilic fluorination promoted by quaternary ammonium salt from cinchonine as a phase-transfer catalyst is described. Treatment of beta-keto esters with N-fluorobenzenesulfonimide as the fluorine source under mild reaction conditions afforded the corresponding alpha-fluoro beta-keto esters in exellent yields with good to moderate enantiomeric excesses
Kim
Dae Young
DY
Department of Chemistry, Soonchunhyang University, Asan P.O. Box 97, Chungnam 336-600, Korea. dyoung@sch.ac.kr
Park
Eun Joo
EJ
D002384:Catalysis; D004952:Esters / Q000138:chemical synthesis*; D005459:Fluorides / Q000737:chemistry; D007192:Indenes / Q000138:chemical synthesis*; D007202:Indicators and Reagents; D000644:Quaternary Ammonium Compounds; D013237:Stereoisomerism
D004952:Esters; D007192:Indenes; D007202:Indicators and Reagents; D000644:Quaternary Ammonium Compounds; D005459:Fluorides