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

Birch, Arthur J. ; Mani, Neelakandha S. ; Subba Rao, G. S. R. (1990) Strategies of synthesis based on cyclohexadienes: Part 3. A novel route to macrolide aromatic polyketides Journal of the Chemical Society, Perkin Transactions 1 (5). pp. 1423-1427. ISSN 1472-7781

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Official URL: http://pubs.rsc.org/en/Content/ArticleLanding/1990...

Related URL: http://dx.doi.org/10.1039/P19900001423

Abstract

A novel route to macrolide aromatic polyketides, having an alkyl-β-resorcylate skeleton has been developed. A formal synthesis of (±)-curvularin (1), and (±)-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.

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