Mixed aggregates of lithium tetramethylpiperidide with butyllithium: Stereoselectivity of ketone enolization

Tetrahedron

Volumn 54, Issue 26, 1998, Pages 7357-7366

  Balamraju, Yuvaraju ^a   Sharp, Christopher D ^a   Gammill, Wesley ^a   Manuel, Nick ^a   Pratt, Lawrence M ^a  

^a Louisiana Tech University   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

KETONE; LITHIUM;

ACCURACY; ANALYTIC METHOD; ARTICLE; DRUG SYNTHESIS; ENTHALPY; NONHUMAN; NUCLEAR MAGNETIC RESONANCE; POLYMERIZATION; PRIORITY JOURNAL; PROTON TRANSPORT; STEREOCHEMISTRY;

EID: 0032565997     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4020(98)00402-5     Document Type: Article

References (22)

1. 1. McKeever, L. D., Waack, R., Doran, M. A., Baker, E. B. J. Am. Chem. Soc. 1968, 90, 3244
2. 2. Hall, P. L., Gilchrist, J. H., Harrison, A. T., Fuller, D. J., Collum, D. B J. Am. Chem. Soc. 1991, 113, 9575
3. 3. Hall, P. L.; Gilchrist, J. H. ; Collum, D. B. J. Am. Chem. Soc. 1991, 113, 9571.
4. 4. Corey, E. J; Gross, A.W. Tetrahedron Lett. 1984, 25, 495.
5. 5. Pratt, L. M.; Smitherman, K. A.; Collum, D. B. Work in progress
6. 6. Jackman, L. M.; Rakiewicz, E. F.; Benesi, A. J. J. Am. Chem. Soc. 1991, 113, 4101
7. 7. Arnett, E. M.; Moe, K. D. J. Am. Chem. Soc. 1991, 113, 7288
8. 8. Pratt, L. M.; Khan, I. M. Theochem, 1996, 367, 33
9. 9. Wang, J. S.; Bayard, Ph.; Jerome, R.; Varshney, S. K.; Teyssie, Ph. Macromolecules 1994, 27, 4890
10. 10. Wang, J. S.; Jerome, R; Teyssie, Ph. Macromolecules 1994, 27, 4896
11. 11. Wang, J. S.; Jerome, R; Teyssie, Ph. Macromolecules 1994, 27, 4902
12. 12. Nudelman, N. S.; Lewkowicz, E.; Furlong, J. J. P. J. Org. Chem. 1993, 58, 1847
13. 13. Bunn, B, J.; Simpkins, N. S. J. Org. Chem. 1993, 58, 533
14. 14. Jackman, L. M.; Lange, B. C. J. Am. Chem. Soc. 1981, 103, 4494
15. 15. Fraser, R. R., Mansour, T. S. Tetrahedron Lett. 1986, 331
16. 16. Jackman, L. M.; Dunne, T. S. J. Am. Chem. Soc. 1985, 107, 2805
17. 17. Romesberg, F. E.; Collum, D. B. J. Am. Chem. Soc. 1992, 114, 2112
18. 18. Glaser, R.; Streitwieser, A. Theochem 1988, 163, 19
19. 19. Anders, E.; Koch, R.; Freunscht, P. J. Comput. Chem. 1993, 14, 1301
20. 20. Pratt, L. M.; Khan, I. M. J. Comput. Chem. 1995, 16, 1067
21. 21. Spartan version 4.0, Wavefunction, Inc. 18401 Von Karmen Ave., #370, Irvine, CA 92715
22. 22. Gaussian 94 (Revision E.2), Frisch, E. M., Trucks, G. W., Schlegel, H. B., Gill, P. M. W., Johnson, B. G., Robb, M. A., Cheeseman, J. R., Keith, T. A., Petersson, G. A., Montgomery, J. A., Raghavachari, K., Al-Laham, M. A., Zakrzewski, V. G., Ortiz, J. V., Foresman, J. B., Cioslowski, J., Stefanov, B. B., Nanayakkara, A., Challacombe, M., Peng, C. Y., Ayala, P. Y., Chen, W., Wong, M. W., Andres, J. L., Replogle, E. S., Gomperts, R., Martin, R. L., Fox, D. J., Binkley, J. S., Defrees, D. J., Baker, J., Stewart, J. P., Head-Gordon, M., Gonzalez, C., Pople, J. A. Gaussian, Inc., Pittsburgh, PA, 1995