Palladium-Catalyzed Medium-Ring Formation for Construction of the Core Structure of Laurencia Oxacycles: Synthetic Study of Laurendecumallene B

Palladium-catalyzed medium-ring formation from a cyclic propargyl carbonate via a ring-opening and -closing cascade proceeded at the central carbon atom of the propargyl unit to provide a tetrahydro-2H-oxocine derivative bearing the core structure of laurencia oxacycle. The synthetic application of...

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Veröffentlicht in:Organic letters 2013-06, Vol.15 (12), p.3046-3049
Hauptverfasser: Yoshimitsu, Yuji, Inuki, Shinsuke, Oishi, Shinya, Fujii, Nobutaka, Ohno, Hiroaki
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Sprache:eng
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Zusammenfassung:Palladium-catalyzed medium-ring formation from a cyclic propargyl carbonate via a ring-opening and -closing cascade proceeded at the central carbon atom of the propargyl unit to provide a tetrahydro-2H-oxocine derivative bearing the core structure of laurencia oxacycle. The synthetic application of this reaction to a possible laurendecumallene B precursor is also presented.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol401231y