Copper triflate [Cu(OTf)2] is an efficient and mild catalyst for the silylation of α-hydroxyphosphonates to α-trimethylsilyloxyphosphonates with HMDS at room temperature

Tetrahedron Letters

Volumn 44, Issue 5, 2003, Pages 891-893

  Firouzabadi, Habib ^a   Iranpoor, Nasser ^a   Sobhani, Sara ^a   Ghassamipour, Soheila ^a   Amoozgar, Zohreh ^a  

^a SHIRAZ UNIVERSITY   (Iran)

Author keywords

[No Author keywords available]

Indexed keywords

ALCOHOL DERIVATIVE; COPPER DERIVATIVE; PHENOL DERIVATIVE; PHOSPHONIC ACID DERIVATIVE; TRIFLUOROMETHANESULFONATE COPPER; UNCLASSIFIED DRUG;

ARTICLE; CATALYSIS; CATALYST; ROOM TEMPERATURE; SILYLATION;

EID: 0037467854     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(02)02780-6     Document Type: Article

References (23)

1. Kabachnik M.M., Synatkova E.V., Novikova Z.S., Abramova G.L., Rozhkova N.G., Andreeva E.I. Vesthn. Mosk. Univ., Ser. 2: Khim. 31:1990;384-389
2. Birum, G. H.; Richardson, G. A. US Patent 3, 113, 139 (to Monsanto Chem. Co), December, 3, 1963; Chem. Abstr. 1964, 60, 5551d.
3. Olah G.A., Wu A. J. Org. Chem. 56:1991;902-904.
4. Sekine M., Nakajima M., Hata T. Bull. Chem. Soc. Jpn. 54:1982;218-223.
5. Hata T., Hashizume A., Nakajima M., Sekine M. Tetrahedron Lett. 19:1978;363-366.
6. Koenigkramer R.E., Zimmer H. Tetrahedron Lett. 21:1980;1017-1020.
7. Evans D.A., Hurst K.M., Truesdale L.K., Takacs J.M. Tetrahedron Lett. 18:1977;2495-2498.
8. Sekine M., Nakajima M., Kume A., Hashizume A. Bull. Chem. Soc. Jpn. 55:1982;224-238.
9. Sekiguchi A., Ikeno M., Ando W. Bull. Chem. Soc. Jpn. 51:1978;337-338.
10. Baraldi P.G., Guarneri M., Moroder F., Polloni G.P., Simoni D. Synthesis. 1982;653-655.
11. Sardarian A.R., Kaboudin B. Synth. Commun. 27:1997;543-551.
12. Texier-Boullet F., Foucaud A. Synthesis. 1982;916.
13. Lebedev E.P., Mizhiritskii M.D., Baburina V.A., Mironov V.F., Ofitserov E.N. Zh. Obshch. Khim. 49:1979;1731-1737.
14. Firouzabadi H., Iranpoor N., Sobhani S., Sardarian A.R. Tetrahedron Lett. 42:2001;4369-4371.
15. Firouzabadi H., Iranpoor N., Sobhani S. Tetrahedron Lett. 43:2002;477-480.
16. Firouzabadi H., Iranpoor N., Sobhani S. Tetrahedron Lett. 43:2002;3653-3655.
17. Jenkins C.L., Kochi J.K. J. Am. Chem. Soc. 94:1972;843-855.
18. Ernst A., Karola H., Hermann M. Synthesis. 1990;323-326.
19. Yongzhen Z., Zhonghua L. Yingyong Huaxue. 8:1991;33-37.
20. 2O (3×10 mL). The organic layer was separated and dried over anhydrous sodium sulfate. After evaporation of the solvent, the highly pure product 2a was obtained in 97% yield.
21. Firouzabadi H., Iranpoor N., Eslami Sh. Tetrahedron Lett. 40:1999;4055-4058.
22. Iranpoor N., Shekarriz M. Bull. Chem. Soc. Jpn. 72:1999;455-458.
23. 2O (3×10 mL). The organic layer was separated and dried over anhydrous sodium sulfate. After evaporation of the solvent, the highly pure benzyl trimethylsilyl ether was obtained in 95% yield.