A Facile Route to (-)-3-Oxoeudesma-1,4,11(13)-trien-7αH-12-oic Acid
- 1 September 1993
- journal article
- research article
- Published by Taylor & Francis in Synthetic Communications
- Vol. 23 (17) , 2457-2462
- https://doi.org/10.1080/00397919308011132
Abstract
The first total synthesis of(-)-3-oxoeudesma- 1, 4, 11(13)- trien- 7αH- 12- oic acid (1) has been described. The key step is one- pot reaction involving dehydrogenation and allylic oxidation with selenium dioxide.Keywords
This publication has 12 references indexed in Scilit:
- Improved Synthesis of (+)-Dehydrobaimuxinol, (-)-Isobaimuxinol and (-)- Baimuxinol from (-)-CarvoneSynthesis, 1992
- Two eudesmane acids from Artemisia vulgarisPhytochemistry, 1991
- Studies on the Synthesis of Sesquiterpene Lactones, 12. Synthesis of (+)-Colartin, (+)-Arbusculin A and Their C-4 Epimers and Their Biological ActivitiesJournal of Natural Products, 1991
- Stress compounds in the leaves of Nicotiana undulata induced by TMV inoculationPhytochemistry, 1988
- Terpenoid antifeedants, part I. An overview of terpenoid antifeedants of natural originRecueil des Travaux Chimiques des Pays-Bas, 1986
- Total synthesis of dl-oplopanoneThe Journal of Organic Chemistry, 1973
- Acid-catalyzed Robinson AnnelationsTetrahedron Letters, 1971
- Mechanism of selenium dioxide oxidation of olefinsThe Journal of Organic Chemistry, 1970
- Allylic oxidation of olefins with chromium trioxide pyridine complexThe Journal of Organic Chemistry, 1969
- The structure of cyperone. Part IV. The synthesis of (natural)(+)-α-cyperone, its enantiomorph, and an epimerJournal of the Chemical Society, 1955