Volume 29, Issue 40
Natural Products
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ChemInform Abstract: Regiocontrolled Acylation of myo-Inositol Orthoformate.

M. FLORES-MOSQUERA

M. FLORES-MOSQUERA

Inst. Invest. Quim., CSIC, E-41092 Sevilla, Spain

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M. MARTIN-LOMAS

M. MARTIN-LOMAS

Inst. Invest. Quim., CSIC, E-41092 Sevilla, Spain

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J. L. CHIARA

J. L. CHIARA

Inst. Invest. Quim., CSIC, E-41092 Sevilla, Spain

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First published: 19 June 2010

Abstract

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ChemInform Abstract

The acylation of myo-inositol orthoformate (I) is investigated. Using benzoyl chloride (II) as acylating agent and pyridine as solvent and base results in selective reaction at the equatorial hydroxyl. Benzoic anhydride in DMF/Et3N allows a highly regioselective acylation of the axial hydroxyl.

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