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Synlett 1995; 1995(7): 748-750
DOI: 10.1055/s-1995-5072
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Asymmetric Hydrogenation of Cyclic Ketimines Catalyzed by Iridium(I)-Complexes of BCPM and Its Analog1

T. Morimoto* , N. Nakajima1 , K. Achiwa1
  • *School of Pharmaceutical Sciences, University of Shizuoka, 51-1 Yada, Shizuoka-shi 422, Japan, Fax 54 264 5745
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Publication Date:
31 December 2000 (online)

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Modified pyrrolidinebisphosphines, BCPM (1a) and its analog MCCPM (1b), were found to be more efficient ligands than the original BPPM (2a) in the iridium(I)-catalyzed asymmetric hydrogenation of imines in the presence of iodide. In particular, the modified ligands (1a,b) showed very high enantioselectivity of up to 91% ee in the hydrogenation of 2,3,3-trimethylindolenine (6) in the presence of bismuth(III) iodide.

asymmetric hydrogenation - imine - pyrrolidinebisphosphine - iridium complex - catalyst