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Strategies of synthesis based on cyclohexadienes: part 3. A novel route to macrolide aromatic polyketides

Birch, Arthur J and Neelakandha, SM and Rao, Subba GSR (1990) Strategies of synthesis based on cyclohexadienes: part 3. A novel route to macrolide aromatic polyketides. In: Journal of the Chemical Society, Perkin Transactions 1 . 1423 -1427.

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Abstract

A novel route to macrolide aromatic polyketides, having an alkyl-$\beta$-resorcylate skeleton has been developed. A formal synthesis of $(\pm)$-curvularin (1), and $(\pm)$-lasiodiplodin (3) involving the preparation of the seco acid (31) and the acyclic precursor (34) using a one pot Alder–Rickert reaction from 1,3-dimethoxycyclohexa-1,3-diene (7) and the long-chain acetylenic dienophiles (10) and (11) is reported.

Item Type: Journal Article
Publication: Journal of the Chemical Society, Perkin Transactions 1
Publisher: Royal Society of Chemistry
Additional Information: Copyright of this article belongs to Royal Society of Chemistry
Keywords: cyclohexadienes
Department/Centre: Division of Chemical Sciences > Organic Chemistry
Date Deposited: 01 Feb 2008
Last Modified: 19 Sep 2010 04:41
URI: http://eprints.iisc.ac.in/id/eprint/12618

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