Total synthesis of the four enantiomerically pure diastereomers of 8-F-2t-isoprostane

Authors
Taber, DF Jiang, Q
Citation
Df. Taber et Q. Jiang, Total synthesis of the four enantiomerically pure diastereomers of 8-F-2t-isoprostane, J ORG CHEM, 66(5), 2001, pp. 1876-1884
Citations number
32
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
JOURNAL OF ORGANIC CHEMISTRY
ISSN journal
00223263 → ACNP
Volume
66
Issue
5
Year of publication
2001
Pages
1876 - 1884
Database
ISI
SICI code
0022-3263(20010309)66:5<1876:TSOTFE>2.0.ZU;2-O
Abstract
Syntheses of the four enantiomerically pure diastereomers of 8-F-2t-isopros tane (5-8) are described. The key to this approach was to prepare the racem ic alcohol 9 in high diastereomeric purity and then resolve 9 by lipase-med iated acetylation to yield the enantiomerically pure alcohols 30 and 32.