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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Bibliographic Details
Published inOrganic & biomolecular chemistry Vol. 12; no. 8; pp. 1318 - 1327
Main Authors Sivaraman, Mahalingam, Perumal, Paramasivan T.
Format Journal Article
LanguageEnglish
Published CAMBRIDGE Royal Soc Chemistry 28.02.2014
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
REARRANGEMENT
GOLD
ACTIVATION
CONSTRUCTION
GENERATION
DIVERSITY
DOMINO PROCESS
ALKYNES
DERIVATIVES
AROMATIZATION
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Summary: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.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
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ISSN:1477-0520
1477-0539
DOI:10.1039/c3ob41911h