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Synlett 2001; 2001(Special Issue): 0999-1002
DOI: 10.1055/s-2001-14645
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P-Chirogenic Monodentate Phosphine Ligands Bearing 2-Biphenyl Group

Hideyuki Tsuruta* , Tsuneo Imamoto
  • *Department of Chemistry, Faculty of Science, Chiba University, Chiba 263-0041, Japan; Fax + 81-43-290-2791; E-mail: imamoto@scichem.s.chiba-u.ac.jp
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Publication History

Publication Date:
31 December 2001 (online)

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Optically pure P-chirogenic monodentate phosphine ligands, [(S)-(2-biphenyl)(tert-butyl)methylphosphine ((S)-3a], (R)-(2-biphenyl)cyclohexylmethylphosphine [(R)-3b], and (S)-(2-biphenyl)methylphenylphosphine [(S)-3c] were synthesized via phosphine-borane intermediates. Palladium-catalyzed asymmetric allylic alkylation using (S)-3a and (R)-3b as the chiral ligands afforded products with the same absolute configuration in high enantioselectivity.

P-chirogenic phosphines - monodentate phosphine ligands - asymmetric allylic alkylation - asymmetric synthesis

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