Jump to main content
Jump to site search
PLANNED MAINTENANCE Close the message box

Scheduled maintenance work on Wednesday 27th March 2019 from 11:00 AM to 1:00 PM (GMT).

During this time our website performance may be temporarily affected. We apologise for any inconvenience this might cause and thank you for your patience.


Issue 21, 2005
Previous Article Next Article

Reconsidering glycosylations at high temperature: precise microwave heating

Author affiliations

Abstract

Current methods for glycosylation of complex alcohols, e.g. with glycosyl trichloroacetimidates, generally occur in the presence of a strong Lewis acid ‘promoter’, and at sub-ambient temperatures. However, the older literature reports high-temperature glycosylations, especially of phenols. We have described an efficient method for glycosylation of alcohols under neutral conditions, using as anomeric leaving group methyl 3,5-dinitrosalicylate (DISAL). Only a very few reports have described the use of microwaves to promote glycosylations, mainly of simple alcohols. Here we describe fast, high-temperature glycosylations using precise microwave heating in the synthesis of oligosaccharides, with both DISAL and widely used trichloroacetimidate glycosyl donors in the absence of strong Lewis acids. Also, we have applied microwave heating as a general protocol for evaluating new, potential glycosyl donors.

Graphical abstract: Reconsidering glycosylations at high temperature: precise microwave heating

Back to tab navigation

Publication details

The article was received on 08 Aug 2005, accepted on 08 Sep 2005 and first published on 27 Sep 2005


Article type: Paper
DOI: 10.1039/B511266D
Citation: Org. Biomol. Chem., 2005,3, 3966-3970

  •   Request permissions

    Reconsidering glycosylations at high temperature: precise microwave heating

    K. Larsen, K. Worm-Leonhard, P. Olsen, A. Hoel and K. J. Jensen, Org. Biomol. Chem., 2005, 3, 3966
    DOI: 10.1039/B511266D

Search articles by author

Spotlight

Advertisements