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2005
C-C bond formation
O 0282
Trifluoromethanesulfinamide from Ephedrine: A More Efficient TrifluoromethReagent. — Nucleophilic trifluoromethylation of non-enolizable and enoliz08- 054 ylating
able carbonyl compounds is achieved using the new title triflimide (II) derived from
O-silylated ephedrine. In contrast to the corresponding trifluoroacetamide analogue
previously described, this reagent is able to trifluoromethylate more acidic enolizable
compounds. Although triflimide (II) is a chiral compound, it does not induce any enantioselectivity in the trifluoromethylation of prochiral carbonyl compounds, disappointingly. — (ROUSSEL, S.; BILLARD*, T.; LANGLOIS, B. R.; SAINT-JALMES, L.;
Synlett 2004, 12, 2119-2122; Lab. Synth., Electrosynth. React. Composes Org.
Fluores, CNRS, Univ. Claude Bernard Lyon, F-69622 Villeurbanne, Fr.; Eng.) —
M. Schroeter
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