One-Pot Catalytic Synthesis of 2-(1,2-Dihydroxypropyl)phenol Derivatives from 2-Allylphenols in Aqueous Media

Carole Chevrin; Jean Le Bras; Françoise Hénin; Jacques Muzart

doi:10.1055/s-2005-872175

SPECIALTOPIC

One-Pot Catalytic Synthesis of 2-(1,2-Dihydroxypropyl)phenol Derivatives from 2-Allylphenols in Aqueous Media

Carole Chevrin, Jean Le Bras*, Françoise Hénin, Jacques Muzart
Unité Mixte de Recherche ‘Réactions Sélectives et Applications’, CNRS-Université de Reims, Champagne-Ardenne, BP 1039, 51687 Reims cedex 2, France
Fax: +33(326)913166; e-Mail: jean.lebras@univ-reims.fr;

Abstract

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Abstract

Catalytic amounts of the hydrophilic ligand [(HOCH₂CH₂NHCOCH₂)₂NCH₂]₂ and palladium(II) salts, in the presence of hydrogen peroxide, water and alcohol, allow the direct transformation of 2-allylphenols into 2-(1,2-dihydroxypropyl)phenol derivatives. The mechanism involves sequential isomerisation, epoxidation, and oxirane-opening.

Keywords

alcohols - oxidations - phenols - palladium - epoxidations

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References

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