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Synthesis 1991; 1991(12): 1121-1124
DOI: 10.1055/s-1991-28402
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Asymmetric Catalysis. 72.1 Enantioselective Hydroarylation of Norbornene and Norbornadiene with Palladium(II) Acetate/Phosphine Catalysts

H. Brunner* , K. Kramler
  • *Institut für Anorganische Chemie, Universität Regensburg, D-8400 Regensburg, Germany
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Publication Date:
29 April 2002 (online)

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The palladium(II) acetate catalyzed hydroarylation of norbornene and norbornadiene (bicyclo[2.2.1]hept-2-ene and bicyclo[2.2.1] hept-2,5-diene) with aryl iodides, triethylamine and formic acid was rendered enantioselective by using optically active phosphine ligands as co-catalysts. The screening of 5 aryl iodides and 19 optically active phosphine ligands gave the corresponding exo-2-arylbicyclo[2.2.1]heptanes and exo-5-arylbicyclo [2.2.1]hept-2-enes with enantioselectivities of up to 40.6% ee.