Volume 29, Issue 1
Heterocyclic Compounds
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ChemInform Abstract: Palladium-Catalyzed Allylic Substitution in γ-Oxygenated Vinyl Sulfones: One-Step Synthesis of Tetrasubstituted Dihydrofurans.

I. ALONSO

I. ALONSO

Dep. Quim. Org., Univ. Auton., Cantoblanco, E-28049 Madrid, Spain

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J. C. CARRETERO

J. C. CARRETERO

Dep. Quim. Org., Univ. Auton., Cantoblanco, E-28049 Madrid, Spain

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J. L. GARRIDO

J. L. GARRIDO

Dep. Quim. Org., Univ. Auton., Cantoblanco, E-28049 Madrid, Spain

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V. MAGRO

V. MAGRO

Dep. Quim. Org., Univ. Auton., Cantoblanco, E-28049 Madrid, Spain

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C. PEDREGAL

C. PEDREGAL

Dep. Quim. Org., Univ. Auton., Cantoblanco, E-28049 Madrid, Spain

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First published: 24 June 2010

Abstract

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ChemInform Abstract

A convergent and stereoselective one-step synthesis of highly substituted dihydrofurans by Pd(0)-catalyzed reaction of the carbonates of γ-hydroxy vinyl sulfones (III) with β-ketoesters and 1,3-diketones is described. Since vinylsulfones (I) can be readily prepared in enantiomerically pure form, this method should provide a general new access to enantiopure tetrasubstituted derivatives.

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