Kasturi, TR and Chandra, R (1991) Synthesis Of (+/-)-2-Isopropyl-5,6-Dimethylbicyclo[3.2.1]Oct-6-En-8-One. In: Indian Journal of Chemistry - Section B: Organic and Medicinal Chemistry, 30 (7). 639 -642.
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Abstract
Methanolic hydrogen chloride cyclization of the triketone 8, prepared from the Mannich base 7 and 2-methylcyclopentane-1,3-dione, gives ketones 9 and 10. NaBH4 reduction of 9 followed by Grignard reaction with CH3MgI affords the diol 12. Catalytic hydrogenation of 12 followed by PCC oxidation yields the ketoalcohol 13. Dehydration of 13 with SOCl2/pyridine results in a 1:1 mixture of the endo-14 and exo-15 olefins, separated by chromatography.
| Item Type: | Journal Article |
|---|---|
| Publication: | Indian Journal of Chemistry - Section B: Organic and Medicinal Chemistry |
| Publisher: | National Institute of Science Communication and Information Resources |
| Additional Information: | Copyright of this article belongs to National Institute of Science Communication and Information Resources. |
| Department/Centre: | Division of Chemical Sciences > Organic Chemistry |
| Date Deposited: | 14 Dec 2010 05:28 |
| Last Modified: | 14 Dec 2010 05:28 |
| URI: | http://eprints.iisc.ac.in/id/eprint/34196 |
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