Regioselective access to 3I-O-substituted-β-cyclodextrin derivatives

Nicolas Masurier; Olivier Lafont; Romain Le Provost; David Lesur; Patrick Masson; Florence Djedaïni-Pilard; François Estour

doi:10.1039/B812325J

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Regioselective access to 3^I-O-substituted-β-cyclodextrin derivatives†

Nicolas Masurier,^ab Olivier Lafont,^b Romain Le Provost,^ab David Lesur,^c Patrick Masson,^d Florence Djedaïni-Pilard^c and François Estour*^ab

Author affiliations

* Corresponding authors

^a UMR 6014 CNRS, rue Tesnière, Mont-Saint-Aignan Cedex, France
E-mail: francois.estour@univ-rouen.fr
Fax: +33-235-522-971
Tel: +33-235-522-451

^b Université de Rouen, UFR de Médecine-Pharmacie, Laboratoire de Pharmacochimie, 22 boulevard Gambetta, Rouen Cedex 1, France

^c Laboratoire des Glucides, UMR CNRS 6219, Université Picardie Jules Verne, 33 rue St-Leu, Amiens, France

^d Unité d’Enzymologie, Centre de Recherche du Service de Santé des Armées, 24 avenue des Maquis du Grésivaudan, BP 87, La Tronche, France

Abstract

Formation of a copper(II)–β-cyclodextrin (β-CD) complex in an aqueous medium allowed the regioselective introduction into the oligosaccharide of a benzyl or a bromo-allyl substituent at O-3.

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Supplementary files

Experimental procedures, NMR data, identification ofregioisomers, NMR spectra for representative products PDF (762K)

Article information

DOI: https://doi.org/10.1039/B812325J
Article type: Communication
Submitted: 24 Jul 2008
Accepted: 10 Nov 2008
First published: 05 Dec 2008

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Chem. Commun., 2009, 589-591

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Regioselective access to 3^I-O-substituted-β-cyclodextrin derivatives

N. Masurier, O. Lafont, R. Le Provost, D. Lesur, P. Masson, F. Djedaïni-Pilard and F. Estour, Chem. Commun., 2009, 589 DOI: 10.1039/B812325J

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