Improvement of the enantioselectivity in the enantioselective hydrogenation of ethyl pyruvate by addition of achiral tertiary amines

Abstract

In the asymmetric hydrogenation of ethyl pyruvate over the catalyst system cinchonidine–Pt/Al₂O₃ the enantioselectivity was significantly improved by addition of different achiral tertiary amines to the reaction mixture, however the effect appeared to be strongly solvent and concentration dependent.

References

1. H. U. Blaser, H. P. Jalett, M. Müller and M. Studer, Catal. Today, 1997, 37, 441 and refs. cited therein.
2. H. U. Blaser, M. Garland and H. P. Jallett, J. Catal., 1993, 144, 569.
3. J. L. Margitfalvi and M. Hegedûs, J. Mol. Catal. A, 1996, 107, 281.
4. J. L. Margitfalvi and M. Hegedûs, J. Catal., 1995, 156, 175.
5. H. U. Blaser, H. P. Jalett, D. M. Monti, J. F. Reber and J. T. Wehrli, Stud. Surf. Sci Catal., 1988, 41, 153.
6. G. Bond, P. A. Meheux, A. Ibbotson and P. B. Wells, Catal. Today, 1991, 10, 371.
7. J. L. Margitfalvi, B. Minder, E. Tálas, L. Botz and A. Baiker, in New Frontiers in Catalysis, ed. L. Guczi, F. Solymosi and P. Tétényi, Proc. 10th Int. Cong. Catal., Budapest, July 1992, Elsevier, Amsterdam 1993, p. 2471.
8. J. L. Margitfalvi, M. Hegedûs and E. Tfirst, Stud. Surf. Sci. Catal(11th International Congress on Catalysis), 1996101241.
9. R. A. Augustine and S. K. Tanielyan, J. Mol. Catal. A: Chem., 1996, 112, 93.
10. J. Wang, Y. Sun, C. LeBlond, R. N. Landau and D. G. Blackmond, J. Catal., 1996, 161, 752.
11. J. L. Margitfalvi, E. Tfirst, M. Hegedûs and E. Tálas, Catalysis of Organic Reactions, ed. Frank E. Herkes, Marcel Dekker, New York, 1998, vol. 75, p. 531.
12. T. Williams, R. G. Pitcher, P. Bommer, J. Gutzwiller and M. Uskovic, J. Am. Chem. Soc., 1969, 91, 1870.
13. B. J. Oleksyn, Acta Crystallogr., Sect. B, 1982, 38, 1832.