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Issue 41, 2011
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The thiopyran route to polypropionates

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The strategic use of thiopyran templates to facilitate polypropionate synthesis was first demonstrated in Woodward's landmark total synthesis of erythromycin A in 1981 where the topology of a fused bicyclic system was exploited. In the ensuing three decades, various alternative strategic applications of thiopyran motifs to achieve key stereoselective transformations have emerged including, inter alia, unique substrates for chemoenzymatic syntheses, surrogates for 3-pentanone in enantioselective aldol reactions, and templates for enantiotopic group selective reactions. This review summarizes these developments.

Graphical abstract: The thiopyran route to polypropionates

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The article was received on 04 Jun 2011, accepted on 23 Jun 2011 and first published on 15 Jul 2011

Article type: Feature Article
DOI: 10.1039/C1CC13323C
Citation: Chem. Commun., 2011,47, 11375-11393
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    The thiopyran route to polypropionates

    D. E. Ward, Chem. Commun., 2011, 47, 11375
    DOI: 10.1039/C1CC13323C

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