Diastereoselective addition of allyl reagents to variously N-monoprotected and N,N-diprotected L-alaninals

Helvetica Chimica Acta

Volumn 83, Issue 10, 2000, Pages 2705-2711

  Gryko, Dorota ^a   Jurczak, Janusz ^a,b  

^a INSTITUTE OF ORGANIC CHEMISTRY   (Poland)

^b UNIVERSITY OF WARSAW   (Poland)

Author keywords

[No Author keywords available]

Indexed keywords

ALDEHYDE DERIVATIVE;

ARTICLE; DIASTEREOISOMER; REACTION ANALYSIS; STEREOCHEMISTRY; SYNTHESIS;

EID: 0033778160     PISSN: 0018019X     EISSN: None     Source Type: Journal    
DOI: 10.1002/1522-2675(20001004)83:10<2705::AID-HLCA2705>3.0.CO;2-Y     Document Type: Article

References (41)

1. J. Jurczak, A. Gołȩbiowski, Chem. Rev. 1989, 89, 149;
2. J. Clayden, C. McCarthy, J. G. Cumming, Tetrahedron: Asymmetry 1998, 9, 1427;
3. P. Ciapetti, A. Mann, A. Schoenfelder, M. Taddei, Tetrahedron Lett. 1998, 39, 3843;
4. S. Steurer, J. Podlech, Eur. J. Org. Chem. 1999, 1551.
5. H. Ohno, K. Ishii, A. Honda, H. Tamamura, N. Fujii, Y. Takamoto, T. Ibuka, J. Chem. Soc., Perkin Trans. 1 1998, 3703;
6. P. Bravo, E. Corradi, C. Pesenti, Tetrahedron: Asymmetry 1998, 9, 3731;
7. C. Lutz, P. Knochel, Tetrahedron 1998, 54, 6385;
8. M. T. Reetz, Chem. Rev. 1999, 99, 1121.
9. J. Martens, Topics Curr. Chem. 1984, 125, 165;
10. G. M. Coppola, H. F. Schuster, 'Asymmetric Synthesis: Construction of Chiral Molecules Using Amino Acids', Wiley, New York, 1987;
11. M. T. Reetz, Angew. Chem., Int. Ed. 1991, 30, 1531;
12. A. Gołȩbiowski, J. Jurczak, Synlett 1993, 241;
13. Y. Shi, L. F. Peng, Y. Kishi, J. Org. Chem. 1997, 62, 5666;
14. L. A. Paquette, T. M. Mitzel, M. B. Isaac, C. F. Castro, W. W. Schomer, J. Org. Chem. 1997, 62, 4293;
15. J. Jurczak, A. Gołȩbiowski, J. Org. Chem. 1989, 54, 2495;
16. M. H. Fechter, A. E. Stutz, A. Touss, Curr. Org. Chem. 1999, 3, 269.
17. R. W. Hoffmann, Angew. Chem., Int. Ed. 1982, 21, 555;
18. Y. Yamamoto, K. Maruyama, Heterocycles 1982, 18, 357.
19. C.-J. Li, Tetrahedron 1996, 52, 5643;
20. A. Lubineau, J. Auge, in 'Organic Synthesis in Water', Ed. P. Grieco, Blackie Academic and Professional, London, 1998.
21. F. Rüdsam, S. Seck, A. Giannis, Tetrahedron 1997, 53, 2823.
22. D. Gryko, Z. Urbańczyk-Lipkowska, J. Jurczak, Tetrahedron 1997, 53, 13373.
23. M. R. Leanna, T. J. Sowin, H. E. Morton, Tetrahedron Lett. 1992, 33, 5029;
24. J. Jurczak, D. Gryko, E. Kobrzycka, H. Gruza, P. Prokopowicz, Tetrahedron 1998, 54, 6051.
25. S. Masamune, S. A. Ali, D. L. Suitman, D. S. Garvey, Angew. Chem., Int. Ed. 1980, 19, 557;
26. S. Masumune, T. Kaiho, D. S. Garvey, J. Am. Chem. Soc. 1982, 104, 5521.
27. C. Sarangi, A. Nayak, B. Nauda, N. B. Das, Tetrahedron Lett. 1995, 36, 7119.
28. S. Kobayashi, K. Nishio, J. Org. Chem. 1994, 59, 6620.
29. J. V. N. Vara Prasad, D. H. Rich, Tetrahedron Lett. 1990, 31, 1803;
30. M. T. Reetz, M. W. Drewes, A. Schmitz, Angew. Chem., Int. Ed. 1987, 26, 1141;
31. H. Meada, K. Shono, H. Ohmori, Chem. Pharm. Bull. 1994, 42, 1808;
32. S. Kano, Y. Yuasa, T. Yokomatsu, S. Shibuya, Chem. Pharm. Bull. 1989, 37, 2867;
33. P. Ciapetti, M. Falorni, M. Taddei, Tetrahedron 1996, 52, 7379.
34. C. Petrier, J. Einhorn, J.-L. Luche, Tetrahedron Lett. 1985, 26, 1449;
35. S. Hanessian, H. Park, R.-Y. Yang, Synlett 1997, 353.
36. T. Imai, S. Nishida, Synthesis 1993, 395.
37. D. J. Cram, D. R. Wilson, J. Am. Chem. Soc. 1963, 85, 1245.
38. M. Cherest, H. Felkin, N. Prudent, Tetrahedron Lett. 1968, 18, 2199;
39. N. T. Anh, Topics Curr. Chem. 1980, 88, 114.
40. S. G. Pyne, M. J. Hensel, P. L. Fuchs, J. Am. Chem. Soc. 1982, 104, 5719.
41. A. Gołȩbiowski, G. Gorins, C. R. Johnson, K. Kiciak, Polish J. Chem. 1993, 67, 685.