Issue 40, 2005
From the journal:

Chemical Communications

Iterative, orthogonal strategy for oligosaccharide synthesis based on the regioselective glycosylation of polyol acceptors with partially unprotected n-pentenyl-orthoesters: further evidence for reciprocal donor acceptor selectivity (RDAS)

J. Cristóbal López,*a   Attila Agocs,a   Clara Uriel,a   Ana M. Gómeza  and  Bert Fraser-Reidb  

* Corresponding authors

a Instituto de Química Orgánica General, (CSIC), Juan de la Cierva 3, Madrid, Spain
E-mail: clopez@iqog.csic.es
Fax: +34 915644853

b Natural Products and Glycotechnology Research Institute Inc. (NPG), 595f Weathersfield Road, Pittsboro, USA

Abstract

An efficient iterative, orthogonal protocol based on the regioselective glycosyl coupling of D-mannose polyols with, partially unprotected, n-pentenyl orthoester donors permits the synthesis of linear and branched oligosaccharides with minimal protecting group tampering.

Graphical abstract: Iterative, orthogonal strategy for oligosaccharide synthesis based on the regioselective glycosylation of polyol acceptors with partially unprotected n-pentenyl-orthoesters: further evidence for reciprocal donor acceptor selectivity (RDAS)

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Article information

DOI
https://doi.org/10.1039/B507468A
Article type
Communication
Submitted
27 May 2005
Accepted
22 Aug 2005
First published
14 Sep 2005

Chem. Commun., 2005, 5088-5090

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Iterative, orthogonal strategy for oligosaccharide synthesis based on the regioselective glycosylation of polyol acceptors with partially unprotected n-pentenyl-orthoesters: further evidence for reciprocal donor acceptor selectivity (RDAS)

J. C. López, A. Agocs, C. Uriel, A. M. Gómez and B. Fraser-Reid, Chem. Commun., 2005, 5088 DOI: 10.1039/B507468A

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