A NEW MODEL FOR THE STEREOSELECTIVE CONSTRUCTION OF THE KDO STRUCTURETHROUGH A MECHANISM SIMILAR TO THAT SUGGESTED FOR THE ENZYME KDO8P SYNTHASE

Authors
DU SC PLAT D BAASOV T
Citation
Sc. Du et al., A NEW MODEL FOR THE STEREOSELECTIVE CONSTRUCTION OF THE KDO STRUCTURETHROUGH A MECHANISM SIMILAR TO THAT SUGGESTED FOR THE ENZYME KDO8P SYNTHASE, Tetrahedron letters, 37(20), 1996, pp. 3545-3548
Citations number
18
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
37
Issue
20
Year of publication
1996
Pages
3545 - 3548
Database
ISI
SICI code
0040-4039(1996)37:20<3545:ANMFTS>2.0.ZU;2-#
Abstract
Stereospecific chemical synthesis of the Kdo structure was demonstrate d using a mechanism similar to that suggested for the enzyme Kdo8P syn thase. The derivative of D-(-)-arabinose (compound 3), in which the en olpyruvate moiety is attached at C-3 hydroxyl, was synthesized in 12 c hemical steps and an intramolecular condensation of enolpyruvate and a ldehyde functions was examined, under Lewis acid conditions. Copyright (C) 1996 Elsevier Science Ltd