6533b833fe1ef96bd129ca8e

RESEARCH PRODUCT

Glycoside synthesis via electrophile-induced activation of N-allyl carbamates

Jörg ZimmerHorst Kunz

subject

chemistry.chemical_classificationDipeptideorganic chemicalsOrganic ChemistryDisaccharideGlycosideBiochemistryMedicinal chemistrychemistry.chemical_compoundchemistryAldoseDrug DiscoveryElectrophileMonosaccharidelipids (amino acids peptides and proteins)GlycosylStereoselectivity

description

Abstract O-Benzyl-, O-acyl-, N-acyl- and isopropylidene-protected glycosyl N-allylcarbamates, obtained from anomerically unprotected monosaccharides and allyl isocyanate, are activated by an electrophile-induced cyclisation and react with hydroxyl compounds to form the corresponding glycosides.

https://doi.org/10.1016/s0040-4039(00)60478-1