Reactivity of 1,2-O-cyanoalkylidene sugar derivatives in trityl-cyanoalkylidene condensation

Article abstract of DOI:10.1007/BF00699947

The rate-determining step of trityl-cyanoalkylidene condensation is the interaction between the cyanoalkylidene derivative (CD) and the triphenylmethyl cation.The rate of the reaction follows first-order kinetics with respect to both CD and the catalyst (Tr⁺) and is independent of the nature and condensation of the trityl ether.Glycosylation rate constants have been determined for CD's most common monosaccharides. - Key words: trityl-cyanoalkylidene condensation; cyanoalkylidene derivatives, mechanism of glycosidation.