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Issue 47, 2008
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Total synthesis of (−)-spirangien A and its methylester

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The first total synthesis of (−)-spirangien A, a cytotoxic and antifungal polyketide of myxobacterial origin, is reported; this exploits a Stork–Wittig olefination and double Stille cross-coupling sequence to install the sensitive pentaene side chain onto a fully elaborated spiroacetal core, leading initially to the methylester of spirangien A.

Graphical abstract: Total synthesis of (−)-spirangien A and its methylester

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Publication details

The article was received on 17 Sep 2008, accepted on 08 Oct 2008 and first published on 06 Nov 2008

Article type: Communication
DOI: 10.1039/B816229H
Chem. Commun., 2008, 6408-6410

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    Total synthesis of (−)-spirangien A and its methylester

    I. Paterson, A. D. Findlay and C. Noti, Chem. Commun., 2008, 6408
    DOI: 10.1039/B816229H

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