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Efficient Approach to 4-Benzyl-5,5-dimethyldihydrofuranones: Total Synthesis of ($\pm$_bold;)-Solafuranone

Srikrishna, A and Satyanarayana, G and Desai, Uday V (2007) Efficient Approach to 4-Benzyl-5,5-dimethyldihydrofuranones: Total Synthesis of ($\pm$_bold;)-Solafuranone. In: Synthetic Communications, 37 (6). pp. 965-976.

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A six-step general and very efficient synthesis of 4-(arylmethyl)-5,5-dialkyldihydrofuranones starting from corresponding aryl aldehyde has been developed. Solafuranone, a novel furanone isolated from the Chinese folk medicine Solanum indicum, has been accomplished starting from 2,6-dimethylbenzaldehyde in six steps in an overall yield of 70%. Contrary to expectations, solafuranone and its analogue failed to exhibit any significant cytotoxicity against A549 (lung adenocarcinoma) and HL60 (leukemia cells) cell lines.

Item Type: Journal Article
Publication: Synthetic Communications
Publisher: Taylor & Francis Group
Additional Information: Copyright of this article belongs to Taylor & Francis Group.
Keywords: cytotoxicity;dihydrofuranone;lycifuranones A and B;solafuranone;Solanum indicum
Department/Centre: Division of Chemical Sciences > Organic Chemistry
Date Deposited: 05 Jun 2008
Last Modified: 27 Aug 2008 13:25
URI: http://eprints.iisc.ac.in/id/eprint/14188

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