Asymmetric nucleophilic a-amino-acylation with metalated chiral amino nitriles: Enantioselective synthesis of 3-substituted 5-amino4-oxo-esters via asymmetric Michael addition

Journal of the Chemical Society - Perkin Transactions 1

Volumn , Issue 12, 1999, Pages 1617-1619

  Enders, Dieter ^a   Shilvock, John P ^a   Raabe, Gerhard ^a  

^a RWTH AACHEN UNIVERSITY   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0002861359     PISSN: 0300922X     EISSN: None     Source Type: Journal    
DOI: 10.1039/a903536b     Document Type: Article

References (24)

1. D. Enders, J. Kirchhoff, P. Gerdes, D. Mannes, G. Raabe, J. Runsink, G. Boche, M. Marsch, H. Ahlbrecht and H. Sommer, Eur. J. Org. Chem., 1998, l, 63, and references cited therein.
2. Y. M. Shaan, V. A. Bakulev and V. S. Mokrushin, Russ. Chem. Rev., 1989,58, 148, and references cited therein.
3. J. Chauflaille, E. Herbert and Z. Welvart, J. Chem. Soc., Perkin Trans. 2,1982,1645.
4. J. D. Albright, Tetrahedron, 1983, 39, 3207;
5. D. Enders, in Current Trends in Organic Synthesis, ed. H. Nozaki, Pergamon, Oxford, 1983, p. 151.
6. D. Seebach, Angew. Chem., 1979, 91, 259;
7. Ange\v. Chem., Int. Ed. Engl, 1979,18,239.
8. D. Enders, H. Letter, N. Maigrot, J.-P. Mazaleyrat and Z. Welvart, Nouv. J. Chini, 1984,8,747.
9. H. M. Taylor and C. R. Hauser, J. Am. Chem. Soc., 1960, 82, 1790;
10. E. Leete, J. Org. Cliem., 1976, 41, 3438;
11. J. D. Albright and F. J. McEvoy, J. Org. Chem., 1979, 44, 4597;
12. H. Ahlbrecht and H.-M. Kompter, Synthesis, 1983, 645;
13. M. Zervos, L. Wartski and J. Seyden-Penne, Tetrahedron, 1986,42,4963.
14. D. Enders, P. Gerdes and H. Kipphardt, Angcw. Chem., 1990, 102, 226;
15. Angew. Chem., Int. Ed. Eng., 1990, 29, 179;
16. D. Enders, D. Mannes and G. Raabe, Synletl, 1992, 837;
17. D. Enders, J. Kirchhoff, D. Mannes and G. Raabe, Synthesis, 1995, 659.
18. D. Enders, J. Kirchhoff and V. Lausberg, Liebigs Ann. Chem., 1996, 1361;
19. M.-C. Roux, L. Wartski, M. Nierlich and M. Lance, Tetrahedron, 1996,52, 10083.
20. R. Noyori, Asymmetrie Catalysis in Organic Synthesis, John Wiley & Sons, New York, 1994, p. 56;
21. H. Takaya, T. Ohta and R. Noyori, in Catalytic Asymmetrie Synthesis, ed. I. Ojirna, VCH Publishers, New York, 1993, eh. 1.
22. T. F. Buckley III and H..Rapoport, J. Am. Chem. Soc., 1981, 103, 6157.
23. J. Jurczak and A. Golebiowski, Chem. Rev., 1989,89, 149.
24. D. Enders and R. Schiffers, Synthesis, 1996, 54.