Synthesis of L-xylose derived cyclohexenephosphonates - versatile precursors of sialidase inhibitor libraries

Streicher, Hansjorg, Meisch, Jons and Bohner, Christoph (2001) Synthesis of L-xylose derived cyclohexenephosphonates - versatile precursors of sialidase inhibitor libraries. Tetrahedron, 57 (42). pp. 8851-8859. ISSN 0040-4020

Full text not available from this repository.

Abstract

L-xylo Configured cyclohexenephosphonates 1 and 2 have been synthesized as scaffolds for sialidase inhibitor libraries. These compounds were obtained by chain elongation and cyclization of suitably protected L-xylose. An unexpected phosphorylation was observed, however, the resulting phosphate could be removed in a final enzymatic step. Optimization of the reaction conditions avoided the undesired phosphorylation and opened the way to a purely chemical synthesis. (C) 2001 Elsevier Science Ltd. All rights reserved.

Item Type: Article
Additional Information: HS directed the work and is corresponding author. Reports first synthesis of carbocyclic scaffolds fulfilling essential requirements for sialidase inhibition.
Schools and Departments: School of Life Sciences > Chemistry
Depositing User: Hans Streicher
Date Deposited: 06 Feb 2012 20:17
Last Modified: 27 Mar 2012 10:01
URI: http://sro.sussex.ac.uk/id/eprint/25186
📧 Request an update