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; Attila Agocs; Clara Uriel; Ana M. Gómez; Bert Fraser-Reid

doi:10.1039/B507468A

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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. Cristóbal López,*^a Attila Agocs,^a Clara Uriel,^a Ana M. Gómez^a and Bert Fraser-Reid^b

Author affiliations

* 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.

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Publication details

The article was received on 27 May 2005, accepted on 22 Aug 2005 and first published on 14 Sep 2005

Article type: Communication

DOI: 10.1039/B507468A

Citation: Chem. Commun., 2005,0, 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, 0, 5088
DOI: 10.1039/B507468A
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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)

Abstract

Publication details

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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