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A radical cyclisation based cyclopentenone annulation of allyl alcohols

Srikrishna, A and Viswajanani, R and Sattigeri, JA (2003) A radical cyclisation based cyclopentenone annulation of allyl alcohols. In: Tetrahedron: Asymmetry, 14 (19). pp. 2975-2983.

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Abstract

A four-step cyclopentenone annulation reaction of allylic alcohols employing a 5-exo-trig radical cyclisation reaction of mixed allyl methyl ketals of bromoacetone as the key step is described. The annulated product 12b obtained from 2,3-dimethylcyclohexenol has been further elaborated into (±)-epibakkenolides employing a 5-exo-dig radical cylisation reaction based \alpha-spiro-\beta-methylene-\gamma-butyrolactone annulation methodology.

Item Type: Journal Article
Publication: Tetrahedron: Asymmetry
Publisher: Elsevier
Additional Information: The Copyright belongs to Elsevier.
Department/Centre: Division of Chemical Sciences > Organic Chemistry
Date Deposited: 09 May 2006
Last Modified: 19 Sep 2010 04:26
URI: http://eprints.iisc.ac.in/id/eprint/6625

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