New aspects of the Hunsdiecker-Barton halodecarboxylation¿syntheses of phospha-shikimic acid and derivatives

Carbain, Benoit, Hitchcock, Peter B and Streicher, Hansjorg (2010) New aspects of the Hunsdiecker-Barton halodecarboxylation¿syntheses of phospha-shikimic acid and derivatives. Tetrahedron Letters, 51 (20). pp. 2717-2719. ISSN 0040-4039

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Abstract

We report an efficient synthetic approach to phospha-isosteres of important intermediates of the shikimic acid pathway by the application of the HunsdieckerBarton halodecarboxylation to cyclohexenylcarboxylic acids. As examples, phospha-shikimic acid, its 3-dehydro derivative and the respective monomethyl esters were synthesized. The approach has proven equally useful in the synthesis of isosteres of the antiviral agent oseltamivir.

Item Type: Article
Schools and Departments: School of Life Sciences > Chemistry
Depositing User: Benoit Carbain
Date Deposited: 06 Feb 2012 19:48
Last Modified: 23 Mar 2012 16:21
URI: http://sro.sussex.ac.uk/id/eprint/22299
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