Intramolecular trans-Carbocarbonation of Internal Alkynes by a Cascade of Formal anti-Carbopalladation/Cyclopropanol Opening

An intramolecular cascade reaction consisting of a formal anti-carbopalladation terminated by the ring-opening of a cyclopropanol unit is presented. The products, which involve tetrasubstituted alkene units embedded in an oligocyclic ring system, are generated in moderate to excellent yield. The ope...

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Veröffentlicht in:Organic letters 2018-11, Vol.20 (22), p.7266-7269
Hauptverfasser: Reding, Andreas, Jones, Peter G, Werz, Daniel B
Format: Artikel
Sprache:eng
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Zusammenfassung:An intramolecular cascade reaction consisting of a formal anti-carbopalladation terminated by the ring-opening of a cyclopropanol unit is presented. The products, which involve tetrasubstituted alkene units embedded in an oligocyclic ring system, are generated in moderate to excellent yield. The opening of the cyclopropanol unit leads to a keto group in the γ-position to the emerging double bond.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.8b03179