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- W2558819295 abstract "A palladium-catalyzed coupling of allenylphosphine oxides with N-tosylhydrazones, leading to phosphinyl [3]dendralenes, is established. The coupling reaction can be catalyzed by bis(triphenylphosphine)palladium chloride with sodium pivalate as a key additive, presumably via π-allyl-Pd-carbene intermediates. This protocol provides an expedient synthesis of unprecedented multisubstituted phosphinyl [3]dendralenes with a broad substrate diversity and dominant Z-stereoselectivity, depending on the substitution positions. X-ray crystallographic analyses confirm the relative stereochemistry of products and reveal multiple double bonds in a phosphinyl [3]dendralenes array with a “fanlike” dimensional orientation. Further applications of phosphinyl [3]dendralenes to intramolecular cyclization and selective oxidation demonstrate the differentiated reactivities of double bonds." @default.
- W2558819295 created "2016-12-08" @default.
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- W2558819295 date "2016-12-08" @default.
- W2558819295 modified "2023-10-17" @default.
- W2558819295 title "Palladium-Catalyzed Coupling of Allenylphosphine Oxides with <i>N</i>-Tosylhydrazones toward Phosphinyl [3]Dendralenes" @default.
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- W2558819295 doi "https://doi.org/10.1021/acscatal.6b02972" @default.
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