Transacetalization of Acetals with Butane-1,2,4-triol Using Cobalt(II) Chloride and Chlorotrimethylsilane

Umberto Maria Battisti; Claudia Sorbi; Silvia Franchini; Annalisa Tait; Livio Brasili

doi:10.1055/s-0033-1340662

Synthesis, Table of Contents

Synthesis 2014; 46(07): 943-946
DOI: 10.1055/s-0033-1340662

paper

Transacetalization of Acetals with Butane-1,2,4-triol Using Cobalt(II) Chloride and Chlorotrimethylsilane

Umberto Maria Battisti*

Department of Life Sciences, University of Modena and Reggio Emilia, Via G. Campi 183, 41125 Modena, Italy Fax: +39(059)2055131 Email: 38512@studenti.unimore.it

,

Claudia Sorbi

Department of Life Sciences, University of Modena and Reggio Emilia, Via G. Campi 183, 41125 Modena, Italy Fax: +39(059)2055131 Email: 38512@studenti.unimore.it

,

Silvia Franchini

Department of Life Sciences, University of Modena and Reggio Emilia, Via G. Campi 183, 41125 Modena, Italy Fax: +39(059)2055131 Email: 38512@studenti.unimore.it

,

Annalisa Tait

Department of Life Sciences, University of Modena and Reggio Emilia, Via G. Campi 183, 41125 Modena, Italy Fax: +39(059)2055131 Email: 38512@studenti.unimore.it

,

Livio Brasili

Department of Life Sciences, University of Modena and Reggio Emilia, Via G. Campi 183, 41125 Modena, Italy Fax: +39(059)2055131 Email: 38512@studenti.unimore.it

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Abstract

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Abstract

Transacetalization of acetals with butane-1,2,4-triol was carried out using cobalt(II) chloride and chlorotrimethylsilane as catalysts. The reaction occurs under mild conditions in acetonitrile and with a short reaction time. The synergic effect of the two Lewis acids catalyzes the conversion of butane-1,2,4-triol into (2-alkyl- or 2-aryl-1,3-dioxan-4-yl)methanol derivatives with high regiospecificity and diasteroselectivity.

Key words

butane-1,2,4-triol - transacetalization - regioselective - stereoselective - cobalt chloride - chlorotrimethylsilane

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References

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