Raju, B and Rao, Krishna GS (1987) Terpenoids. Part LXXXI. Synthesis of $(\pm)$-pterosin-M and onitin. In: Indian Journal of Chemistry, Sect. B: Organic Chemistry including Medicinal Chemistry, 26 (10). pp. 914-916.
Full text not available from this repository. (Request a copy)Abstract
2,4-Dimethyl-3-carbomethoxymethylanisole on $LiAlH_4$ reduction gives an alcohol which is converted into its Me ether. Formylation of the latter, followed by Horner reaction yields the unsaturated ester I which is converted by hydrolysis and hydrogenation into a dihydrocinnamic acid. Cyclodehydration of the latter with HF leads to the indanone di-Me ether II which on demethylation with HBr/AcOH affords $(\pm)$-pterosin-M (III; R = H). Methylation of II, followed by ether cleavage with HBr/AcOH gives onitin (III; R = Me).
| Item Type: | Journal Article |
|---|---|
| Publication: | Indian Journal of Chemistry, Sect. B: Organic Chemistry including Medicinal Chemistry |
| Publisher: | Council of Scientific & Industrial Research |
| Additional Information: | Copyright of this article belongs to Council of Scientific & Industrial Research |
| Department/Centre: | Division of Chemical Sciences > Organic Chemistry |
| Date Deposited: | 18 Apr 2008 |
| Last Modified: | 27 Aug 2008 13:20 |
| URI: | http://eprints.iisc.ac.in/id/eprint/13759 |
Actions (login required)
 |
View Item |
