A computational study on the activation of chiral N-sulphonylated oxazaborolidinones by Lewis acids

Tetrahedron Asymmetry

Volumn 8, Issue 13, 1997, Pages 2241-2248

  Nevalainen, Vesa ^a  

^a UNIVERSITY OF HELSINKI   (Finland)

Author keywords

[No Author keywords available]

Indexed keywords

ORGANOBORON DERIVATIVE;

ARTICLE; CATALYSIS; CHEMICAL REACTION KINETICS; COMPUTER ANALYSIS; DIPOLE; DRUG ACTIVATION; ELECTRICITY; IN VITRO STUDY; PRIORITY JOURNAL; REACTION ANALYSIS;

EID: 0030814398     PISSN: 09574166     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0957-4166(97)00220-6     Document Type: Article

References (23)

1. (a) Kamahori, K.; Tada, S.; Ito, K.; Itsuno, S. Tetrahedron: Asymmetry 1995, 6, 2547;
2. (b) Wallbaum, S.; Martens, J. Tetrahedron: Asymmetry 1992, 3, 1475;
3. (c) Deloux, L.; Srebnik, M. Chem. Rev. 1993, 93, 763;
4. (d) Pindur, U.; Lutz, G.; Otto, C. Chem. Rev. 1993, 93, 741;
5. (e) Seerden, J.-P.; Scheeren, H. W. Tetrahedron Lett. 1993, 34, 2669;
6. (f) Corey, E. J.; Loh, T.-P. Tetrahedron Lett. 1993, 34, 3979,
7. (g) Takasu, M.; Yamamoto, H. SYNLETT 1990, 194,
8. (h) Sartor, J.; Saffrich, J.; Helmchen, G. SYNLETT 1990, 197,
9. (i) Sartor, J.; Saffrich, J.; Helmchen, G.; Richards, C. J.; Lambert, H. Tetrahedron: Asymmetry 1991, 2, 639,
10. (j) Corey, E. J.; Loh, T.-P.; Roper, T. D.; Azimioara, M. D.; Noe, M.C. J. Am. Chem. Soc. 1992, 114, 8290.
11. (a) Kiyooka, S.-I.; Kira, H.; Hena, M. A. Tetrahedron Lett. 1996, 37, 2597;
12. (b) Parmee, E. R.; Hong, Y.; Tempkin, O.; Masamune, S. Tetrahedron Lett. 1992, 33, 1729.
13. Seerden, J.-P., G.; Scholte op Reimer, A. W. A.; Scheeren, H. W. Tetrahedron Lett. 1994, 35, 4419.
14. a) Nevalainen, V. Tetrahedron: Asymmetry 1996, 7, 1449;
15. b) Uggla, R.; Nevalainen, V.; Sundberg, M. R. Tetrahedron: Asymmetry 1996, 7, 2725.
16. a) Parks, D. J.; Piers, W. E. J. Am. Chem. Soc. 1996, 118, 9440.
17. a) Corey, E. J.; Rohde, J. J.; Fischer, A.; Azimioara, M. D. Tetrahedron Lett. 1997, 38, 33;
18. b) Corey, E. J.; Rohde, J. J. Tetrahedron Lett. 1997, 38, 37.
19. Corey, E. J.; Barnes-Seeman, D.; Lee, T. W. Tetrahedron Lett. 1997, 38, 1699.
20. (a) Gaussian 92, Revision G.2, Frisch, M. J.; Trucks, G. W.; Head-Gordon, M.; Gill, P. M. W.; Wong, M. W.; Foresman, J. B.; Johnson, B. G.; Schlegel, H. B.; Robb, M. A.; Replogle, E. S.; Gomperts, R.; Andres, J. L.; Raghavachari, K.; Binkley, J. S.; Gonzalez, C.; Martin, R. L.; Fox, D. J.; Defrees, D. J.; Baker, J.; Stewart, J. J. P.; Pople, J. A.; Gaussian, Inc., Pittsburgh PA, 1992.
21. Gaussian 94, Revision B.1, Frisch, M. J.; Trucks, G. W.; Schlegel, H. B.; Gill, P. M. W.; Johnson, B. G.; Robb, M. A.; Cheeseman, J. R.; Keith, T.; 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.
22. Carpenter, J. E.; Weinhold, F. J. Mol. Struct. (Theochem) 1988, 169, 41; NBO is a subprogram in Gaussian 94.
23. CH2C12=8.93)].