Computational predictions of stereochemistry in asymmetric thiazolium- and triazolium-catalyzed benzoin condensations

Proceedings of the National Academy of Sciences of the United States of America

Volumn 101, Issue 16, 2004, Pages 5770-5775

  Dudding, Travis ^a   Houk, Kendall N ^a  

^a UNIVERSITY OF CALIFORNIA   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ALDEHYDE; BENZOIN; KETONE; THIAZOLE DERIVATIVE; TRIAZOLE DERIVATIVE;

ARTICLE; CALCULATION; CATALYSIS; CATALYST; CORRELATION ANALYSIS; ENERGY; GEOMETRY; MOLECULAR BIOLOGY; POLYMERIZATION; PREDICTION; PRIORITY JOURNAL; STEREOCHEMISTRY;

BENZOIN; CATALYSIS; MODELS, MOLECULAR; MOLECULAR STRUCTURE; STEREOISOMERISM; THIAZOLES; TRIAZOLES;

EID: 1942437578     PISSN: 00278424     EISSN: None     Source Type: Journal    
DOI: 10.1073/pnas.0307256101     Document Type: Article

References (23)

1. Bahmanyar, S. & Houk, K. N. (2001) J. Am. Chem. Soc. 123, 12911-12912.
2. Bahmanyar, S., Houk, K. N., Martin, H. J. & List, B. (2003) J. Am. Chem. Soc. 125, 2475-2479.
3. Bahmanyar, S. & Houk, K. N. (2003) Org. Lett. 5, 1249-1251.
4. Kozlowski, M. C. & Panda, M. (2003) J. Org. Chem. 68, 2061-2076.
5. Knight, R. L. & Leeper, F. J. (1998) J. Chem. Soc. Perkins Trans. 1, 1891-1893.
6. Knight, R. L. & Leeper, F. J. (1997) Tetrahedron Lett. 38, 3611-3614.
7. Gerhard, A. U. & Leeper, F. J. (1997) Tetrahedron Lett. 38, 3615-3618.
8. Tagaki, W., Tamura, Y. & Yano, Y. (1980) Bull. Chem. Soc. Jpn. 53, 478-480.
9. Sheehan, J. C. & Hunneman, D. H. (1966) J. Am. Chem. Soc. 88, 3666-3667.
10. Sheehan, J. C. & Hara, T. (1974) J. Org. Chem. 39, 1196-1199.
11. Enders, D. & Kallfass, U. (2002) Angew. Chem. Int. Ed. Engl. 41, 1743-1745.
12. Enders, D. & Breuer, K. (1996) Helv. Chim. Acta 79, 1217-1221.
13. Breslow, R. (1958) J. Am. Chem. Soc. 80, 3719-3726.
14. Martí, J., López-Calahorra, F. & Bofill, J. M. (1995) Theochem 339, 179-194.
15. Lemal, D. M., Lovald, R. A. & Kawano, K. I. (1964) J. Am. Chem. Soc. 86, 2518-2519.
16. Dapprich, S., Komiromi, I., Byun, K. S., Morokuma, K. & Frisch, M. J. (1999) Theochem 461-462, 1-21.
17. Torrent, M., Vreven, T., Musaev, D. G., Morokuma, K., Farkas, O. & Schlegel, H. B. (2002) J. Am. Chem. Soc. 124, 192-193.
18. Liu, Z., Torrent, M. & Morokuma, K. (2002) Organometallics 21, 1056-1071.
19. Humbel, S., Sieber, S. & Morokuma, K. (1996) J. Chem. Phys. 105, 1959-1967.
20. Frisch, M. J., Trucks, G. W., Schlegel, H. B., Scuseria, G. E., Robb, M. A., Cheeseman, J. R., Zakrzewski, V. G., Montgomery, J. A., Jr., Stratmann, R. E., Burant, J. C., et al. (1998) GAUSSIAN 98 (Gaussian, Pittsburgh), Revision A.7.
21. Norrby, P.-O., Rasmussen, T., Haller, J., Strassner, T. & Houk, K. N. (1999) J. Am. Chem. Soc. 121, 10186-10192.
22. Meyer, E. A., Castellano, R. K. & Diederich, F. (2003) Angew. Chem. Int. Ed. Engl. 42, 1210-1250.
23. Hachisu, Y., Bode, J. W. & Suzuki, K. (2003) J. Am. Chem. Soc. 125, 8432-8433.