Journal of the Chemical Society. Perkin transactions I p. 2737 - 2739 (1981)
Update date:2022-08-05
Topics:
Dossena, Arnaldo
Marchelli, Rosangela
Casnati, Guiseppe
t-Butyl bromide-activated dimethyl sulphoxide reacted with carboxylic acids and differently N-protected amino-acids in the presence of a base (NaHCO3 or Et3N).High to quantitative yields of methylthiomethyl (MTM) esters were obtained in all cases without interference by other functional groups or racemization.The mechanism of the reaction is discussed on the basis of the products formed, of spectral data, and of other miscellaneous experiments.
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