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

Authors: Chittaboina, Srinivas; Hodges, Blake; Wang, Qian

Source: Letters in Organic Chemistry, Volume 3, Number 1, January 2006 , pp. 35-38(4)

Publisher: Bentham Science Publishers

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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

Document Type: Research article

Affiliations: 1: Department of Chemistry and Biochemistry, University of South Carolina, 631 Sumter Street, Columbia, SC 29208, USA.

Publication date: 2006-01-01

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