High Asymmetric Induction with β-Turn-Derived Palladium Phosphine Complexes

Work toward the development of a bisphosphine ligand system for the palladium-catalyzed addition to cyclic allyl acetates is reported. A parallel approach using phosphine-containing amino acids in conjunction with natural amino acids was used to develop a selective ligand system. The ligand system w...

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Veröffentlicht in:Organic letters 2003-08, Vol.5 (17), p.3069-3072
Hauptverfasser: Greenfield, Scott J, Agarkov, Anton, Gilbertson, Scott R
Format: Artikel
Sprache:eng
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Zusammenfassung:Work toward the development of a bisphosphine ligand system for the palladium-catalyzed addition to cyclic allyl acetates is reported. A parallel approach using phosphine-containing amino acids in conjunction with natural amino acids was used to develop a selective ligand system. The ligand system was examined while attached to the polymer support as well as in solution. Selectivites with the difficult substrate 3-acetoxycyclopentene of up to 95% ee are reported.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol035097j