Quantitative analyses of Cieplak vs. Felkin-Anh effects in hydride reduction of cyclohexanone

Chemistry Letters

Volumn , Issue 5, 1997, Pages 431-432

  Senju, Takatoshi ^a   Tomoda, Shuji ^a  

^a UNIVERSITY OF TOKYO   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0031532693     PISSN: 03667022     EISSN: None     Source Type: Journal    
DOI: 10.1246/cl.1997.431     Document Type: Article

References (17)

1. M. Chérest, H. Felkin, and N. Prudent, Tetrahedron Lett., 1968, 2199; M. Chérest and H. Felkin, Tetrahedron Lett., 1968, 2205.
2. M. Chérest, H. Felkin, and N. Prudent, Tetrahedron Lett., 1968, 2199; M. Chérest and H. Felkin, Tetrahedron Lett., 1968, 2205.
3. N. T. Anh and O. Eisenstein, Nouv. J. Chim., 1, 61 (1977); N. T. Anh, Topic. Current Chem., 88, 145 (1980).
4. N. T. Anh and O. Eisenstein, Nouv. J. Chim., 1, 61 (1977); N. T. Anh, Topic. Current Chem., 88, 145 (1980).
5. A. S. Cieplak, J. Am. Chem. Soc., 103, 4540 (1981).
6. B. W. Gung, Tetrahedron, 52, 5263 (1996).
7. P. J. Stephens, F. J. Devlin, M. J. Frisch, and C. F. Chabalowski, J. Phys. Chem., 98, 11623 (1994).
8. All the calculations were performed using Gaussian 94 (Revision D.1): M. J. Frisch, G. W. Trucks, H. B. Schlegel, P. M. W. Gill, B. G. Johnson, M. A. Robb, J. R. Cheeseman, T. Keith, G. A. Petersson, J. A. Montgomery, K. Raghavachari, M. A. Al-Laham, V. G. Zakrzewski, J. V. Ortiz, J. B. Foresman, J. Cioslowski, B. B. Stefanov, A. Nanayakkara, M. Challacombe, C. Y. Peng, P. Y. Ayala, W. Chen, M. W. Wong, J. L. Andres, E. S. Replogle, R. Gomperts, R. L. Martin, D. J. Fox, J. S. Binkley, D. J. Defrees, J. Baker, J. P. Stewart, M. Head-Gordon, C. Gonzalez, and J. A. Pople, Gaussian, Inc., Pittsburgh, PA (1995).
9. -1.
10. J. R. Boone, and E. C. Ashby in "Topics in Stereoselectivity," ed by E. L. Eliel and N. L. Allinger, Interscience, New York (1979), Vol. 11, p.53.
11. G. Frenking, K. F. Köhler, and M. T. Reetz, Angew. Chem., Int. Ed. Engl., 30, 1146 (1991).
12. Y.-D. Wu, J. A. Tucker, and K. N. Houk, J. Am. Chem. Soc., 113, 5018 (1991).
13. A. E. Reed and F. Weinhold, J. Chem. Phys., 78, 4066 (1983); A. E. Reed, L. A. Curtiss, and F. Weinhold, Chem. Rev., 88, 889 (1988).
14. A. E. Reed and F. Weinhold, J. Chem. Phys., 78, 4066 (1983); A. E. Reed, L. A. Curtiss, and F. Weinhold, Chem. Rev., 88, 889 (1988).
15. 11
16. X. L. Huang and J. J. Dannenberg, J. Am. Chem. Soc., 115, 6017 (1993).
17. P. A. Scott and L. Radom, J. Phys. Chem., 100, 16502 (1996).