107940-14-7Relevant articles and documents
Reactions of Trialkylsilyl Trifluoromethanesulfonates, VI. - Synthesis of 2-Heterosubstituted O-Alkyl-O-(trimethylsilyl)ketene Acetals and 2-(Trimethylsilyl)carboxylates
Oesterle, Thomas,Simchen, Gerhard
, p. 687 - 692 (2007/10/02)
Organooxy- and (alkylthio)ethanoic acid esters 2 are silylated by trimethylsilyl triflate (1) in the presence of triethylamine to yield mixtures of ketene acetals 3 and 2-(trimethylsilyl)ethanoates 4.The product distributions 3/4 are governed by the ester groups and the substituents in α position.Cyclic derivatives of 2-hydroxycarboxylic acids 7,9 are silylated by 1/triethylamine to give the ketene acetals 8,10.From N-protected glycine methyl esters 11,12 the ketene acetals 13,15 are obtained in the reaction with 1/triethylamine.