Synthesis of tetracyclic chromenones via platinum(II) chloride catalysed cascade cyclization of enediyne-enones

PtCl2 catalysed cascade cyclization of an enediyne-enone system to afford a tetracyclic chromenone is reported, which proceeds through two consecutive highly regioselective 6-endo-dig cyclizations in a single step with the formation of two new C-C bonds and two new rings in excellent yield. A mechan...

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Veröffentlicht in:Organic & biomolecular chemistry 2014-02, Vol.12 (8), p.1318-1327
Hauptverfasser: Sivaraman, Mahalingam, Perumal, Paramasivan T
Format: Artikel
Sprache:eng
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Zusammenfassung:PtCl2 catalysed cascade cyclization of an enediyne-enone system to afford a tetracyclic chromenone is reported, which proceeds through two consecutive highly regioselective 6-endo-dig cyclizations in a single step with the formation of two new C-C bonds and two new rings in excellent yield. A mechanism for this transformation is proposed based on the isolated intermediates.
ISSN:1477-0520
1477-0539
DOI:10.1039/c3ob41911h