Solid-phase de novo synthesis of a (±)-2-deoxy-glycoside

…, S Pascual, L Fontaine, C Maignan, G Dujardin

Index: Lucchesi, Celine; Arbore, Amelie; Pascual, Sagrario; Fontaine, Laurent; Maignan, Christian; Dujardin, Gilles Carbohydrate Research, 2010 , vol. 345, # 6 p. 844 - 849

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Citation Number: 7

Abstract

The solid-phase synthesis of methyl 2-deoxy-3-O-benzyl-d, l-arabino-hexopyranoside was achieved in a six-step sequence via a de novo strategy based on the hetero-Diels–Alder reaction of a vinyl ether supported on an azalactone-functionalized polystyrene resin, followed by the functional modification of the heteroadduct and the final release of the methyl glycoside by acidic solvolysis.

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