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Terpenoids. Part LXXXII. Synthesis of 5-chloro-2,2,4,6-tetramethylindane, a synthon for a sesquiterpenic fungal metabolite

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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Abstract

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
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.ernet.in/id/eprint/13752

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