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Synthese de composes dihydro-2,3 furanniques par hydroboration d'alcools β-acetyleniques
Authors:Gilbert Dana  Bruno Figadère  Estera Touboul
Affiliation:Laboratoire de Stéréochimie Réactionnelle, Université Pierre et Marie Curie, Bât.F, 4 Place Jussieu, 75230 Paris Cedex 05, France
Abstract:Hydroboration of β-acetylenic alcohols followed by NaOH/H2O2 oxidation leads to hemiacetals of γ-aldols which are easily dehydrated to 2,3-dihydrofuran compounds. The reaction gives good yields with hindered alcohols and its stereochemistry may be controlled during the organometallic synthesis of the starting alcohol.
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