Theoretical study on structures and internal rotations of methyl N,N-dimethylcarbamate and its sulphur, selenium, and tellurium homologues (Me2NC(O)YMe, Y = O, S, Se, Te)

Journal of Physical Organic Chemistry

Volumn 9, Issue 3, 1996, Pages 179-186

  De Souza, Wladmir Ferraz ^a   Kambe, Nobuaki ^a   Sonoda, Noboru ^a  

^a OSAKA UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0008739764     PISSN: 08943230     EISSN: None     Source Type: Journal    
DOI: 10.1002/(sici)1099-1395(199603)9:3<179::aid-poc768>3.0.co;2-l     Document Type: Article

References (14)

1. (a) T. Mizuno, I. Nishiguchi and N. Sonoda, Tetrahedron 50, 5669-5680 (1994);
2. (b) T. Mizuno, I. Nishiguchi, T. Hiroshima, A. Ogawa, N. Kambe and N. Sonoda, Tetrahedron Lett. 31, 4773-4776 (1990);
3. (c) N. Sonoda, T. Mizuno, S. Murakami, K. Kondo, A. Ogawa, I. Ryu and N. Kambe, Angew. Chem., Int. Ed. Engl. 28, 452-453 (1989).
4. (a) N. Sonoda, Pure Appl. Chem. 65, 699-706 (1993);
5. (b) K. Kondo, M. Takarada, S. Murai and N. Sonoda, Synthesis 597-598 (1979).
6. (a) T. Inoue, T. Mogami, N. Kambe, A. Ogawa and N. Sonoda, Heteroat. Chem. 4, 471-474 (1993);
7. (b) T. Hiiro, T. Mogami, N. Kambe, S. Fujiwara and N. Sonoda, Synth. Commun. 20, 703-711 (1990);
8. (c) N. Kambe, T. Inoue and N. Sonoda, Org. Synth. 72, 154-162 (1993).
9. E.g., see (a) S. L. Schreiber, Science 251, 283-287 (1991);
10. (b) G. Fischer and F. X. Achmid, Biochemistry 29, 2205-2212 (1990).
11. E. L. Eliel, S. H. Wilen and L. N. Mander, Stereochemistry of Organic Compounds, Chapt. 9 and 10., Wiley, New York (1994).
12. For the structure of acetamide see, e.g. M. W. Wong and K. B. Wiberg, J. Phys. Chem. 96, 668-671 (1992), and references cited therein.
13. W. E. Stewart and T. H. Siddal, III, Chem. Rev. 70, 517-551 (1970).
14. K. B. Wiberg, P. R. Rablen, D. J. Rush and T. A. Keith, J. Am. Chem. Soc. 117, 4261-4270 (1995).