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Synthesis Of (+/-)-Beta-Cuparenone Via 3-Oxa-Beta-Cuparenone

Srikrishna, A and Nagaraju, S (1991) Synthesis Of (+/-)-Beta-Cuparenone Via 3-Oxa-Beta-Cuparenone. In: Indian Journal of Chemistry - Section B: Organic and Medicinal Chemistry, 30 (11). pp. 1006-1009.

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Grignard reaction followed by ozonolysis, or ozonolysis followed by Grignard reaction on the pentenoate 8, generates the diol 9. Cyclodehydration of 9 leads to the 3-oxacuparene (6), whereas PCC oxidation furnishes the 3-oxa-beta-cuparenone (7). Methanesulfonic acid-P2O5 transforms 7 into cyclopentenones 4, 5, known precursors to beta-cuparenone (3), and the naphthalenone 14.

Item Type: Journal Article
Additional Information: Copyright of this article belongs to National Institute of Science Communication and Information Resources.
Keywords: (-)-Alpha-Cuparenone;(+)-Beta-Cuparenone.
Department/Centre: Division of Chemical Sciences > Organic Chemistry
Depositing User: Ms Mary Ranjeetha
Date Deposited: 14 Dec 2010 05:24
Last Modified: 14 Dec 2010 05:24
URI: http://eprints.iisc.ac.in/id/eprint/34197

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