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

Authors: Chittaboina, Srinivas¹; Hodges, Blake¹; Wang, Qian¹

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

Publisher: Bentham Science Publishers

Key:

- Free Content

- New Content

- Subscribed Content

- Free Trial Content

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.

The full text electronic article is available for purchase. You will be able to download the full text electronic article after payment.

$55.10 plus tax Refund Policy