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First catalytic asymmetric hydrophosphonylation of cyclic imines: Highly efficient enantioselective approach to a 4-thiazolidinylphosphonate via chiral titanium and lanthanoid catalysts |
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| Authors: | Harald Gröger Yoshinobu Saida Shigeru Arai Jürgen Martens Hiroaki Sasai Masakatsu Shibasaki |
| Institution: | a Department of Chemistry, University of Oldenburg, PO Box 2503, D-26111, Oldenburg, Germany b Faculty of Pharmaceutical Sciences, University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Tokyo 113, Japan |
| Abstract: | The catalytic and enantioselective hydrophosphonylation of a cyclic imine, namely the 3-thiazoline 1, is described. We have discovered a highly efficient enantioselective de novo approach to the pharmaceutically interesting 4-thiazolidinylphosphonate 2 using either titanium or lanthanoid chiral catalysts, which gives excellent enantiomeric purities (up to 98 %ee) and high chemical yields. |
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