Stereoselective synthesis of 4-alkylidene pyrrolidinones and pyrrolizidinones

Tetrahedron Letters

Volumn 40, Issue 21, 1999, Pages 4011-4014

  Dieter, R Karl ^a   Lu, Kai ^a  

^a CLEMSON UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

2 PYRROLIDONE DERIVATIVE; PYRROLIZIDINE DERIVATIVE;

ARTICLE; CHEMICAL REACTION; DRUG STRUCTURE; DRUG SYNTHESIS; STEREOCHEMISTRY; STEREOSPECIFICITY;

EID: 0033591161     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(99)00673-5     Document Type: Article

References (21)

1. 1. Massiot, G.; Delaude, C. In "The Alkaloids"; Brossi, A., Ed.; Academic Press: Orlando, 1986; Vol. 27, Chapter 3, p. 269-322.
2. 2. Wróbel, J. T. In "The Alkaloids"; Brossi, A., Ed.; Academic Press: Orlando, 1985; Vol. 26, Chapter 7, p. 327-384.
3. 3. Provot, O.; Célérier, J. P.; Petite, H.; Lhommet, G. J. Org. Chem. 1992, 57, 2163-2166.
4. 4. (a) Shiosaki, K.; Rapoport, H. J. Org. Chem. 1985, 50, 1229-1239.
5. (b) Sardina, F.; Howard, M. H.; Morningstar, M.; Rapoport, H. J. Org. Chem. 1990, 55, 5025-5033.
6. (c) Jain, S.; Sujatha, K.; Krishna, K. V. R.; Roy, R.; Singh, J.; Anand, N. Tetrahedron 1992, 48, 4985-4998.
7. (d) Fang, F. G.; Prato, M.; Kim, G.; Danishefsky, S. J. Tetrahedron Lett. 1989, 30, 3625-3628.
8. 5. (a) Chamberlin, A. R.; Chung, J. Y. L. J. Am. Chem. Soc. 1983, 105, 3653-3656.
9. (b) Idem, Tetrahedron Lett. 1982, 23, 2619-2622.
10. (c) Miller, S. A.; Chamberlin, A. R. J. Am. Chem. Soc. 1990, 112, 8100-8112.
11. 6. Schierle, K.; Vahle, R.; Steckhan, E. Eur. J. Chem. 1998, 509-514.
12. 7. Baldwin, J. E.; MacKenzie, T.; Moloney, M. G. Tetrahedron 1994, 50, 9425-9438.
13. 8. "Kainic Acid as a Tool in Neurobiology", McGeer, E. G.; Olney, J. W.; McGeer, P. L., Eds.; Raven Press: New York, 1978.
14. 9. (a) Beak, P.; Lee, W. K. Tetrahedron Lett. 1989, 30, 1197-1200.
15. (b) Idem, J. Org. Chem. 1993, 58, 1109-1117
16. (c) For a review see: Beak, P.; Basu, A.; Gallagher, D. J.; Park, Y. S.; Thayumanavan, S. Acc. Chem. Res. 1996, 29, 552-560.
17. 10. (a) Dieter, R. K.; Alexander, C. W. Synlett 1993, 407-409.
18. (b) Dieter, R. K.; Velu, S. E. J. Org. Chem. 1997, 62, 3798-3799.
19. 11. Lang, R. W.; Hansen, H.-J. Org. Syn. 1984, 62, 202-209.
20. 12. Lipshutz, B. H.; Sengupta, S. Org. React. 1992, 41, 135-631.
21. 13. Boeckman, R. K., Jr.; Potenza, J. C. Tetrahedron Lett. 1985, 26, 1411-1414.