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DOI: 10.1039/A904694A (Paper) Reference Section for: Chem. Commun., 1999, 1725-1726

New synthesis of a useful C3 chiral building block by a heterogeneous method: enantioselective hydrogenation of pyruvaldehyde dimethyl acetal over cinchona modified Pt/Al2O3 catalysts

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Béla Török, Katalin Balázsik, Mihály Bartók, Károly Felföldi and Mihály Bartók

Abstract

The first satisfactory application of the heterogeneous cinchona-modified Pt catalyst system for the synthesis of a C3 chiral building, namely, the highly enantioselective (up to 96.5% ee) hydrogenation of pyruvaldehyde dimethyl acetal to lactaldehyde dimethyl acetal is described.

References

  1. A. Baiker and H.-U. Blaser, in Handbook of Heterogeneous Catalysis, ed. G. Erlt, H. Knöozinger and J. Weitkamp, Wiley-VCH, New York, 1997, vol. 5, p. 2422 Search PubMed.
  2. B. Török, K. Felföldi, G. Szakonyi, K. Balázsik and M. Bartók, Catal. Lett., 1998, 52, 81 CrossRef CAS.
  3. T. J. Hall, P. Johnston, W. A. H. Vermeer, S. R. Watson and P. B. Wells, Stud. Surf. Sci. Catal., 1996, 101, 221 CAS.
  4. K. Borszeky, T. Mallat and A. Baiker, Catal. Lett., 1996, 41, 199 CAS.
  5. Y. Nitta, Y. Ueda and T. Imanaka, Chem. Lett., 1994, 1095 CAS.
  6. G. Z. Wang, T. Mallat and A. Baiker, Tetrahedron: Asymmetry, 1997, 8, 2133 CrossRef CAS.
  7. K. Borszeky, T. Mallat, R. Aeschiman, W. B. Schweizer and A. Baiker, J. Catal., 1996, 161, 451 CrossRef CAS.
  8. H.-U. Blaser, H. Hönig, M. Studer and C. Wedemeyer-Exl, J. Mol. Catal. A, 1999, 139, 253 CrossRef.
  9. T. Mallat, M. Bodmer and A. Baiker, Catal. Lett., 1997, 44, 95 CrossRef CAS.
  10. R. S. Atkinson, Stereoselective Synthesis, Wiley, Chichester, 1995 Search PubMed; J. Fetter, F. Bertha, M. Kajtár-Peredy, K. Lempert and A. Sápi, J. Chem. Res., 1997, (S) 118; (M) 0725 Search PubMed.
  11. M. Takahashi, T. Morimoto and K. Achiwa, Chem. Lett., 1987, 855 CAS.
  12. B. T. Cho and Y. S. Chun, Tetrahedron: Asymmetry, 1994, 5, 1147 CrossRef CAS.
  13. C.-H. Wong, D. G. Druckhammer and H. M. Sweers, J. Am. Chem. Soc., 1985, 107, 4028 CrossRef CAS.