STUDIES ON THE STEREOSTRUCTURE OF EUDESMANOLIDES FROM UMBELLIFERAE - SYNTHESIS OF 11-BETA-ANGELOYLOXY-ALPHA-SANTONIN

Citation
Fa. Macias et al., STUDIES ON THE STEREOSTRUCTURE OF EUDESMANOLIDES FROM UMBELLIFERAE - SYNTHESIS OF 11-BETA-ANGELOYLOXY-ALPHA-SANTONIN, Tetrahedron, 50(18), 1994, pp. 5439-5450
Citations number
27
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
ISSN journal
00404020
Volume
50
Issue
18
Year of publication
1994
Pages
5439 - 5450
Database
ISI
SICI code
0040-4020(1994)50:18<5439:SOTSOE>2.0.ZU;2-6
Abstract
The first approach to the synthesis of decipienin A (1) having the ste reostructure b (11 beta-angeloyloxy-alpha-santonin) have been performe d following three different synthetic routes. The key step on the synt hetic procedures is the stereoselective hydroxylation at C-11 position . An evaluation of the different used routes is discussed. Comparison of spectroscopic data of compound 1b and those from the natural decipi enin A suggests that a stereostructure type a could be assigned to the natural product.