Search results for "Allyl isocyanate"

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ChemInform Abstract: Glycoside Synthesis via Electrophile-Induced Activation of N-Allyl Carbamates.

2010

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.

chemistry.chemical_classificationStereochemistryorganic chemicalsGlycosideGeneral MedicineGlycoside synthesischemistry.chemical_compoundchemistryElectrophileMonosaccharideOrganic chemistrylipids (amino acids peptides and proteins)GlycosylAllyl isocyanateChemInform
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ChemInform Abstract: Oligosaccharide Synthesis via Electrophile-Induced Activation of Glycosyl-N-allylcarbamates.

2010

Abstract Glycosyl-N-allyl carbamates, obtained by reaction of anomerically unprotected saccharides with allyl isocyanate, can be activated by an electrophile-induced cyclisation and reacted with glycosyl acceptors to form the corresponding oligosaccharides By this method the mucin core 2 trisaccharide2 has successfully been synthesized. Due to the mild glycosylation conditions even 1-O-acetyl protected glycosyl acceptors can be used. This was demonstrated in the synthesis of a 1,6-linked glucosyl trisaccharide whereby a reptitious glycosylation strategy could be applied. 1. Dedicated to the memory of Professor Akira Hasegawa.

chemistry.chemical_classificationanimal structuresGlycosylationStereochemistryMucinfood and beveragesmacromolecular substancesGeneral Medicinecarbohydrates (lipids)chemistry.chemical_compoundchemistryElectrophilelipids (amino acids peptides and proteins)GlycosylTrisaccharideAllyl isocyanateOligosaccharide synthesisChemInform
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