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Synlett 1998; 1998(1): 45-46
DOI: 10.1055/s-1998-1578
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Synthesis of a Novel Type of Chiral Bisphosphine Ligand (NORPHOS-7-NEt2) with an Amino Group for Neighboring Participation in Asymmetric Allylic Alkylation

Issei Achiwa* , Akira Yamazaki, Kazuo Achiwa
  • *School of Pharmaceutical Science, University of Shizuoka, 52-1 Yada, Shizuoka 422, Japan
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Publication Date:
31 December 2000 (online)

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A new chiral bisphosphine ligand, NORPHOS-7-NEt2, with an amino group has been prepared. It has been applied to the Pd-catalyzed asymmetric allylic alkylation of rac-(E)-diphenyl-2-propenyl pivalate upon using (2S,3S,7R)-NORPHOS-7-NEt2 (1) (M-Chirality) having an amino group on the ligand, the same absolute configuration product was obtained as compared to using (2R,3R)-NORPHOS (P-Chirality). This result clearly indicated the possibility of the interaction of the amino group on the ligand with the incoming nucleophile.

norphos-7-NEt2 - bisphosphine ligand - neighboring participation - asymmetric hydrogenation