Ester-Enolate Claisen Rearrangement of α-Amino Acid Derivatives

Journal of Organic Chemistry

Volumn 47, Issue 20, 1982, Pages 3933-3941

  Bartlett, Paul A ^a   Barstow, James F ^a  

^a UNIVERSITY OF CALIFORNIA   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0000718669     PISSN: 00223263     EISSN: 15206904     Source Type: Journal    
DOI: 10.1021/jo00141a024     Document Type: Article

References (25)

1. R. E. Ireland, R. H. Mueller, and A. K. Willard, J. Am. Chem. Soc., 98, 2868 (1976);
2. R. E. Ireland and C. S. Wilcox, Jr., Tetrahedron Lett., 2839 (1977).
3. S. Santoso, T. Kemmer, and W. Trowitzsch, Liebigs Ann. Chem., 642 (1981);
4. S. Santoso, T. Kemmer, and W. Trowitzsch, Liebigs Ann. Chem., 658 (1981).
5. V. Cramer, A. G. Rehfeldt, and F. Spener, Biochemistry, 19, 3074 (1980).
6. O. Scannell, D. Preuss, T. Demny, F. Weiss, J. Williams, and A. Stemple, J. Antibiot., 4, 329 (1971);
7. M. Orlowski, D. Rheingold, and M. Stanley, J. Neurochem., 28, 349 (1977);
8. M. Johnston, R. Raines, M. Chang, N. Esaki, K. Soda, and C. Walsh, Biochemistry, 20, 4325 (1981);
9. J. E. Semple, P. C. Wang, Z. Lysenko, and M. M. Joullié, J. Am. Chem. Soc., 102, 7505 (1980).
10. P. A. Bartlett, D. J. Tanzella, and J. F. Barstow, Tetrahedron Lett., 619 (1982).
11. N. Engel, B. Kübel, and W. Steglich, Angew. Chem., Int. Edit. Engl., 16, 394 (1977);
12. B. Kübel, G. Höfle, and W. Steglich, Angew. Chem., Int. Edit. Engl., 14, 58 (1975).
13. A. Hassner and V. Alexanian, Tetrahedron Lett., 4475 (1978).
14. P. Vittorelli, H.-J. Hansen, and H. Schmid, Helv. Chim. Acta, 58, 1293 (1975);
15. W. S. Johnson, et al., J. Am. Chem. Soc., 92, 741 (1970).
16. P. A. Bartlett and J. Myerson, J. Am. Chem. Soc., 100, 3950 (1978).
17. N. K. Wilson and J. B. Stothers, Top. Stereochem., 8, 1 (1974).
18. H. L. Vaughn and M. D. Robbins, J. Org. Chem., 40, 1187 (1975).
19. H. Muxfeldt and W. Rogalski, J. Am. Chem. Soc., 87, 932 (1965).
20. R. R. Chauvette, et al., J. Org. Chem., 36, 1259 (1971).
21. R. J. L. Martin, Aust. J. Chem., 18, 807 (1965).
22. N. L. Allinger and L. Zalkow, J. Org. Chem., 25, 701 (1960).
23. E.g., D. Y. Curtin and S. Dayagi, Can. J. Chem., 42, 867 (1964).
24. P. A. Bartlett and J. F. Barstow, Tetrahedron Lett., 623 (1982).
25. E. E. van Tameleh and M. Shamma, J. Am. Chem. Soc., 76, 2315 (1954).