A Facile Route for the Regioselective Deacetylation of Peracetylated Carbohydrates at Anomeric Position

Srinivas      Chittaboina; Blake      Hodges; Qian      Wang

doi:10.2174/157017806774964521

Abstract

The regioselective 1-O-deacetylation of peracetylated carbohydrates with ammonium acetate in DMF (or a mixed solution of tetrahydrofuran and methanol) is described. It offers a facile and efficient way to prepare O-acetylpyranosides presenting one free hydroxyl group at the anomeric position.

Keywords: Carbohydrates, regioselectivity, glycosides, acylation, glycosylations

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Letters in Organic Chemistry

Title: A Facile Route for the Regioselective Deacetylation of Peracetylated Carbohydrates at Anomeric Position

Volume: 3 Issue: 1

Author(s): Srinivas Chittaboina, Blake Hodges and Qian Wang

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Keywords: Carbohydrates, regioselectivity, glycosides, acylation, glycosylations

Abstract: The regioselective 1-O-deacetylation of peracetylated carbohydrates with ammonium acetate in DMF (or a mixed solution of tetrahydrofuran and methanol) is described. It offers a facile and efficient way to prepare O-acetylpyranosides presenting one free hydroxyl group at the anomeric position.

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Chittaboina Srinivas, Hodges Blake and Wang Qian, A Facile Route for the Regioselective Deacetylation of Peracetylated Carbohydrates at Anomeric Position, Letters in Organic Chemistry 2006; 3 (1) . https://dx.doi.org/10.2174/157017806774964521