The sila-Pummerer rearrangement of 3,3-dimethyl-3-silathiane S-oxide

Tetrahedron Letters

Volumn 40, Issue 1, 1999, Pages 185-188

  Kirpichenko, Svetlana V ^a   Suslova, Elena N ^a   Albanov, Alexandr I ^a   Shainyan, Bagrat A ^a  

^a A E FAVORSKY IRKUTSK INSTITUTE OF CHEMISTRY   (Russian Federation)

Author keywords

[No Author keywords available]

Indexed keywords

ACETAL DERIVATIVE; METHYL GROUP; ORGANOSILICON DERIVATIVE; SILANE DERIVATIVE; SULFOXIDE;

ARTICLE; CHEMICAL REACTION KINETICS; CYCLIZATION; MOLECULAR INTERACTION; REACTION ANALYSIS; THERMAL ANALYSIS; THERMODYNAMICS;

EID: 0032890239     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(98)80054-3     Document Type: Article

References (26)

1. (a) Brook, A. G. Acc. Chem. Res., 1974, 7, 77-84;
2. (b) Kwart, H. Phosph. and Sulfur, 1983, 15, 293-310;
3. (c) Block E.; Aslam, M. Tetrahedron, 1988, 44, 281-324.
4. Brook, A. G.; Anderson, D. G. Can. J. Chem., 1968, 46, 2115-2118.
5. Carey F. A.; Hernandez O., J. Org. Chem., 1973, 38, 2670-2675.
6. Ager, D. J. J. Chem. Soc., Perkin Trans. 1, 1983, 1131-1136;
7. (b) ibid., 1986, 195-204.
8. Kocienski, P. J. Tetrahedron Lett., 1980, 21, 1559-1562.
9. Vedejs, E.; Mullins, M. Tetrahedron Lett., 1975, 2017-2020.
10. Barbaro, G.; Battaglia, A.; Giogianni, P.; Maccagnani, G.; Macciantelli, D.; Bonini, B. F.; Mazzanti, G.; Zani, P. J. Chem. Soc. Perkin Trans. 1, 1986, 381-385.
11. Voronkov, M. G.; Sorokin, M. S. Zh. Obshch. Khim., 1986, 56, 1098-1104; J. Gen. Chem. USSR(Engl. Transl.), 1986, 56, 965-971.
12. Voronkov, M. G.; Sorokin, M. S. Zh. Obshch. Khim., 1986, 56, 1098-1104; J. Gen. Chem. USSR(Engl. Transl.), 1986, 56, 965-971.
13. Carey, F. A.; Dailey, O. D., Jr.; Hernandez, O.; Tucker, J R. J. Org. Chem., 1976, 41, 3975-3978.
14. (a) Bonini, B. F.; Lenzi, A.; Maccagnani, G.; Barbaro, G.; Giogianni, P.; Macciantelli, D. J. Chem. Soc. Perkin Trans. 1, 1987, 2643-2646;
15. (b) Bonini, B. F.; Mazzanti, G.; Zani, P.; Maccagnani, G. ibid., 1989, 2083-2088.
16. Kirpichenko, S. V.; Suslova, E. N.; Tolstikova L. L.; Albanov, A. I.; Shainyan, B. A. Zh. Obshch. Khim., 1997, 67, 1542-1547; Russ. J. Gen. Chem., 1997, 67, 1449-1454.
17. Kirpichenko, S. V.; Suslova, E. N.; Tolstikova L. L.; Albanov, A. I.; Shainyan, B. A. Zh. Obshch. Khim., 1997, 67, 1542-1547; Russ. J. Gen. Chem., 1997, 67, 1449-1454.
18. 14SiOS. Calcd, %: C 44.40, H 8.69, Si 17.30, S 19.19.
19. (a) Corriu, R.; Masse, J. C. R. Acad. Sci., 1968, 266, 1709-1711;
20. (b) Manuel, G.; Mazerolles, P.; Gril, J. J. Orgonomet. Chem., 1975, 122, 335-343.
21. + 282 (1%), 280 (12%), 265 (6%), 223 (24%), 191 (12%), 181 (37%,), 149 (100%), 133 (13%), 119 (10%), 103 (5%), 90 (7%), 75 (13%), 73 (34%), 59 (20%), 41 (18%).
22. ≠ -17÷-70 J/mol·K;
23. (b) Larson G. L.; Fernandez Y. V., ibid., 1975, 86, 193-196;
24. (c) Kwart H.; Barnette W. E. J. Am. Chem. Soc., 1977, 99, 614-616.
25. Aono, M.; Terao, Y.; Achiwa, K. Chem. Lett., 1987, 1851-1852.
26. Marvel C. S.; Cripps H. N., J. Polym. Sci., 1952, 9, 53-60.