Literature DB >> 16650393

A facile stereoselective synthesis of alpha-glycosyl ureas.

Aldo Bianchi1, Davide Ferrario, Anna Bernardi.   

Abstract

Alpha-glycosyl ureas can be synthesised directly from tetra-O-benzyl glycosyl azides and isocyanates, using a one-pot procedure that is simple and general in scope. The benzyl protecting groups are easily removed from the urea products by catalytic hydrogenation. The synthesised alpha-glycosyl ureas represent a new class of neo-glycoconjugates with the potential of being resistant towards carbohydrate processing enzymes.

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Year:  2006        PMID: 16650393     DOI: 10.1016/j.carres.2006.03.042

Source DB:  PubMed          Journal:  Carbohydr Res        ISSN: 0008-6215            Impact factor:   2.104


  1 in total

1.  Investigations of scope and mechanism of nickel-catalyzed transformations of glycosyl trichloroacetimidates to glycosyl trichloroacetamides and subsequent, atom-economical, one-step conversion to α-urea-glycosides.

Authors:  Matthew J McKay; Nathaniel H Park; Hien M Nguyen
Journal:  Chemistry       Date:  2014-06-06       Impact factor: 5.236

  1 in total

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