AN IMPROVED SYNTHESIS OF PHOSPHONOMETHYL ANALOGS OF GLYCERALDEHYDE-3-PHOSPHATE AND DIHYDROXYACETONE PHOSPHATE

Authors
PAGE P BLONSKI C PERIE J
Citation
P. Page et al., AN IMPROVED SYNTHESIS OF PHOSPHONOMETHYL ANALOGS OF GLYCERALDEHYDE-3-PHOSPHATE AND DIHYDROXYACETONE PHOSPHATE, Tetrahedron letters, 36(44), 1995, pp. 8027-8030
Citations number
14
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
36
Issue
44
Year of publication
1995
Pages
8027 - 8030
Database
ISI
SICI code
0040-4039(1995)36:44<8027:AISOPA>2.0.ZU;2-N
Abstract
Compounds 1 and 2, phosphonate analogues of dihydroxy-acetone phosphat e (DHAP) and glyceraldehyde-3-phosphate (GAP) respectively, are easily and quantitatively obtained from diethyl-4,4-diethoxy-3-hydroxybutyl- 1-phosphonate 3. Depending upon the acidic conditions utilised for the deprotection of the phosphonate and carbonyl groups, the aldol/ketol rearrangement allows the synthesis of either compound.