Microwave Accelerated Organic Transformations: Dibutylstannylene Acetal Mediated Selective Acylation of Polyols and Amino Alcohols using Catalytic Amounts of Dibutyltin Oxide. Influence of the Solvent and the Power Output on the Selectivity

Bernardo Herradón; Anabel Morcuende; Serafin Valverde

doi:10.1055/s-1995-4988

Synlett 1995; 1995(5): 455-458
DOI: 10.1055/s-1995-4988

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Microwave Accelerated Organic Transformations: Dibutylstannylene Acetal Mediated Selective Acylation of Polyols and Amino Alcohols using Catalytic Amounts of Dibutyltin Oxide. Influence of the Solvent and the Power Output on the Selectivity

Bernardo Herradón^* , Anabel Morcuende, Serafin Valverde

^*Instituto de Química Orgánica General, C.S.I.C., c/ Juan de la Cierva 3, 28006 Madrid, Spain

Abstract

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The formation of dibutylstannylene acetals from polyols or amino alcohols and dibutyltin oxide is accelerated under microwave heating. We have found that under these conditions, only catalytic amounts of dibutyltin oxide (0.2 mol equiv.) are needed to achieve moderate to excellent conversions. The method is applied to the selective benzoylation of a variety of polyols and to an amino alcohol. The selectivity of the transformation can be modulated upon changes in some experimental variables (nature of the solvent and power output of the microwave oven).

Polyol - amino alcohol - dibutylstannylene acetal - microwave heating technology - selective benzoylation

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