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.Full text not available from this repository.
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|
|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|
Actions (login required)