A facile method for the stereoselective Horner-Wadsworth-Emmons reaction of aryl alkyl ketones.
Excellent Z or E selectivity was observed in the Horner-Wadsworth-Emmons (HWE) reactions of methyl bis(2,2,2-trifluoroethyl)phosphonoacetate or ethyl 2-fluoro-2-diethylphosphonoacetate with aryl alkyl ketones bearing substituents on an aromatic moiety employing Sn(OSO2CF3)2 in the presence of N-ethylpiperidine.
Sano
Shigeki
S
Faculty of Pharmaceutical Sciences, The University of Tokushima, Japan. ssano@ph2.tokushima-u.ac.jp
Yokoyama
Kenji
K
Shiro
Motoo
M
Nagao
Yoshimitsu
Y
D000473:Alkanes / Q000138:chemical synthesis*; D006845:Hydrocarbons, Fluorinated / Q000138:chemical synthesis*; D007202:Indicators and Reagents; D007659:Ketones / Q000138:chemical synthesis*; D009682:Magnetic Resonance Spectroscopy; D013237:Stereoisomerism
D000473:Alkanes; D006845:Hydrocarbons, Fluorinated; D007202:Indicators and Reagents; D007659:Ketones