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Synlett 2000; 2000(3): 351-352
DOI: 10.1055/s-2000-6553
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Palladium-Catalyzed Asymmetric Allylic Alkylation with a Chiral Monodentate Phosphine Ligand: 8-Diphenylphosphino-8′-methoxy-1,1′-binaphthyl

Kaoru Fuji* , Hiroshi Ohnishi, Shoko Moriyama, Kiyoshi Tanaka, Takeo Kawabata, Kazunori Tsubaki
  • *Institute for Chemical Research, Kyoto University, Uji, Kyoto 611-0011, Japan; Fax +81-7 74-38-31 97; E-mail: fuji@scl.kyoto-u.ac.jp
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Publication Date:
31 December 2000 (online)

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A chiral monodentate phosphine 3 is shown to be an efficient ligand for palladium-catalyzed asymmetric allylic alkylation. Reactions of racemic allylic acetates 4 and 6 with malonates in the presence of (R)-3 and [Pd(η3-C3H5)Cl]2 gave (R)-5 and (S)-7 in 99% ee and 91% ee, respectively.

allylations - asymmetric catalysis - biaryls - regioselectivity - palladium

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