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Chloromethyl(dimethyl)sulfonium Trifluoromethanesulfonate - The Reagent for Preparation of Acetals of 2-Hydroxyaldehydes from Ketones under Basic Conditions
31 December 2000 (online)
2-Hydroxyaldehydes dimethylacetals 5 are synthesized via reaction of chloromethyl(dimethyl)sulfonium trifluoromethanesulfonate (1) with ketones 2, carried out in the presence of sodium methoxide in methanol. The corresponding 2-chloro- (3a) or 2-dimethylsulfonium-oxirane (3b) are presumably transient intermediates.
α-chlorosulfonium salt - sulfonium (dimethyl)chloromethylide - acetals of 2-hydroxyaldehydes