Stereoselective synthesis of the isosteric bisphosphono analogue of β-D-fructose 2,6-bisphosphate
- 1 January 1990
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Chemical Communications
- No. 20,p. 1396-1397
- https://doi.org/10.1039/c39900001396
Abstract
The isosteric bisphosphono analogue 2 of β-D-fructose 2,6-bisphosphate has been synthesized exploiting the C-fructofuranoside 5, the free hydroxy group of which was converted into phosphonate via iodide; the methylphosphonic group at C-6 was introduced by Witti–Horner reaction of the aldehyde 9, prepared by selective deprotection and oxidation of the hydroxy group at C-6.Keywords
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