Triphenylphosphine Polymer-Bound/Iodine Complex: A Suitable Reagent for the Preparation of O-Isopropylidene Sugar Derivatives

Silvana Pedatella; Annalisa Guaragna; Daniele D’Alonzo; Mauro De Nisco; Giovanni Palumbo

doi:10.1055/s-2005-918521

PAPER

Triphenylphosphine Polymer-Bound/Iodine Complex: A Suitable Reagent for the Preparation of O-Isopropylidene Sugar Derivatives

Silvana Pedatella, Annalisa Guaragna, Daniele D’Alonzo, Mauro De Nisco, Giovanni Palumbo*
Università di Napoli Federico II, Dipartimento di Chimica Organica e Biochimica, Via Cynthia 4, 80126 Napoli, Italy
Fax: +39(081)674393; e-Mail: gipalumb@unina.it;

Abstract

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Abstract

O-Isopropylidene derivatives of sugars are readily prepared by using the Lewis acid and dehydrating agent triphenylphosphine polymer-bound/I₂ complex. This new method is characterized by smooth, non-equilibrating reaction conditions and a very clean, simple work-up, making it particularly suitable for O-isopropylidenation of sugars under mild conditions and with low environmental impact.

Key words

acetals - carbohydrates - triarylphosphine-iodine complex - O-isopropylidene - acetonation

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