THE INVENTION OF RADICAL REACTIONS .36. SYNTHETIC STUDIES RELATED TO 3-DEOXY-D-MANNO-2-OCTULOSONIC ACID (KDO)

Authors
BARTON DHR JASZBERENYI JC LIU WS SHINADA T
Citation
Dhr. Barton et al., THE INVENTION OF RADICAL REACTIONS .36. SYNTHETIC STUDIES RELATED TO 3-DEOXY-D-MANNO-2-OCTULOSONIC ACID (KDO), Tetrahedron, 52(8), 1996, pp. 2717-2726
Citations number
72
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
52
Issue
8
Year of publication
1996
Pages
2717 - 2726
Database
ISI
SICI code
0040-4020(1996)52:8<2717:TIORR.>2.0.ZU;2-Q
Abstract
An application of the Barton ester based radical reactions in carbohyd rate chemistry is described. The chain-elongation reaction with ethyl alpha-trifluoroacetoxy acrylate 2, followed by treatment with phenylhy drazine provided 3-deoxy-alpha-hydrazono-octulosonates 8a,b, derivativ es of KDO and its gluco-isomer in good yield.