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.Full text not available from this repository. (Request a copy)
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|
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