CHLOROMETHYL(DIMETHYL)SULFONIUM TRIFLUOROMETHANESULFONATE - THE REAGENT FOR PREPARATION OF ACETALS OF 2-HYDROXYALDEHYDES FROM KETONES UNDERBASIC CONDITIONS
G. Kaczmarczyk et A. Jonczyk, CHLOROMETHYL(DIMETHYL)SULFONIUM TRIFLUOROMETHANESULFONATE - THE REAGENT FOR PREPARATION OF ACETALS OF 2-HYDROXYALDEHYDES FROM KETONES UNDERBASIC CONDITIONS, Synlett, (8), 1997, pp. 921
2-Hydroxyaldehydes dimethylacetals 5 are synthesized via reaction of c
hloromethyl(dimethyl)sulfonium trifluoromethanesulfonate (1) with keto
nes 2, carried out in the presence of sodium methoxide in methanol. Th
e corresponding 2-chloro-(3a) or 2-dimethylsulfonium-oxirane (3b) are
presumably transient intermediates.