Raju, B and Rao, Krishna GS (1987) Terpenoids. Part LXXXII. Synthesis of 5-chloro-2,2,4,6-tetramethylindane, a synthon for a sesquiterpenic fungal metabolite. In: Indian Journal of Chemistry, Sect. B: Organic Chemistry including Medicinal Chemistry, 26 (12). pp. 1185-1186.
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Synthesis of 5-chloro-2,2,4,6-tetramethylindane (I) is described. 2,2-Dimethylation of the known indanone II, followed by reduction gives trimethylindane III. Birch reduction of III and subsequent acid hydrolysis leads to a mixture of $\alpha$, $\beta$ and $\beta$, $\gamma$-unsaturated enones. Vilsmeier-Haack reaction on the latter affords the indanecarboxaldehyde IV which is then reduced to I.
| 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: | 17 Apr 2008 |
| Last Modified: | 27 Aug 2008 13:20 |
| URI: | http://eprints.iisc.ac.in/id/eprint/13752 |
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