FIRST TOTAL SYNTHESIS OF ISOPROSTANE IPF2-ALPHA-III

Authors
ADIYAMAN M LI HW LAWSON JA HWANG SW KHANAPURE SP FITZGERALD GA ROKACH J
Citation
M. Adiyaman et al., FIRST TOTAL SYNTHESIS OF ISOPROSTANE IPF2-ALPHA-III, Tetrahedron letters, 38(19), 1997, pp. 3339-3342
Citations number
21
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
38
Issue
19
Year of publication
1997
Pages
3339 - 3342
Database
ISI
SICI code
0040-4039(1997)38:19<3339:FTSOII>2.0.ZU;2-T
Abstract
The first total synthesis of IPF2 alpha-III, a type III isoprostane is described using a syn-anti-syn lactone 34 prepared from D-glucose and a novel iodohydrin synthon 30. This is first synthesis of a represent ative of type III isoprostane which is anticipated to be formed in viv o from arachidonic acid by free-radical mechanism. This synthetic mate rial will help elucidate the formation in vivo of type III isoprostane s. (C) 1997 Elsevier Science Ltd.