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Article Dans Une Revue Organic Letters Année : 2009

High-Pressure Hetero-Diels-Alder Route to (±)-6,6,6-Trifluoro-β-C-Naphthyl Glycosides

Résumé

The first de novo synthesis of a β-C-naphthyl glycoside displaying a convenient functionality for subsequent transformations into complex C-aryl glycosides is reported. The synthesis of this (±)-β-C-1,5-dibenzyloxynaphthyl 6,6,6-trifluoro-3-amino glycoside relies on a hyperbaric HDA reaction involving a new 2-vinylnaphthalenic dienophile.

Domaines

Chimie organique
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Dates et versions

hal-00377071 , version 1 (20-04-2009)

Identifiants

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Lucie Maingot, Stéphane Leconte, Isabelle Chataignier, Arnaud Martel, Gilles Dujardin. High-Pressure Hetero-Diels-Alder Route to (±)-6,6,6-Trifluoro-β-C-Naphthyl Glycosides. Organic Letters, 2009, 11 (7), pp.1619-1622. ⟨10.1021/ol900285w⟩. ⟨hal-00377071⟩
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