Synthesis of fructofuranosides: efficient glycosylation with N-phenyltrifluoroacetimidate as the leaving group.

Abstract

Fructofuranosyl trifluoroacetimidate 3 was demonstrated to be an effective glycosyl donor that exhibited good alpha-selectivity and good yield in fructosylation reactions. The reaction proceeds via neighboring group participation, which was proved by the isolation of a stable allylic orthoester intermediate.

DOI: 10.1016/j.carres.2008.09.001

Cite this paper

@article{Lian2008SynthesisOF, title={Synthesis of fructofuranosides: efficient glycosylation with N-phenyltrifluoroacetimidate as the leaving group.}, author={Gaoyan Lian and Qi Gao and Feng Lin}, journal={Carbohydrate research}, year={2008}, volume={343 17}, pages={2992-6} }