Studies towards the synthesis of bielschowskysin. Construction of the highly functionalized bicyclo[3.2.0]heptane segment

A stereocontrolled approach for the construction of a highly functionalized bicyclo[3.2.0]heptane derivative embodying the bridged lactone present in the diterpene bielschowskysin is reported. The key step involves a stereoselective Cu(I)-catalyzed [2 + 2] photocycloaddition of a 1,6-diene embedded...

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Veröffentlicht in:Organic & biomolecular chemistry 2015-02, Vol.13 (6), p.1846-1859
Hauptverfasser: Jana, Anupam, Mondal, Sujit, Ghosh, Subrata
Format: Artikel
Sprache:eng
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Zusammenfassung:A stereocontrolled approach for the construction of a highly functionalized bicyclo[3.2.0]heptane derivative embodying the bridged lactone present in the diterpene bielschowskysin is reported. The key step involves a stereoselective Cu(I)-catalyzed [2 + 2] photocycloaddition of a 1,6-diene embedded in a sugar derivative.
ISSN:1477-0520
1477-0539
DOI:10.1039/c4ob02182g