Selective Oxidation of Allylic Methyl Groups over a Solid Support under Microwave Irradiation†

Abstract

SeO₂/Bu^tOOH adsorbed on SiO₂ is found to be a highly selective reagent for the oxidation of allylic methyl groups to trans-α,β-unsaturated aldehydes under microwave irradiation.

References

1. A. H. Haines, Methods for the Oxidation of Organic Compounds. Alkanes, Alkenes, Alkynes and Arenes, Academic Press, London, 1985.
2. K. B. Sharpless and R. T. Berhoeven, Aldrichimica Acta, 1979, 12, 69; M. A. Umbreit and K. B. Sharpless, J. Am. Chem. Soc., 1977, 99, 5526.
3. J. Singh, A. Sabharwal, P. K. Sayal and B. R. Chhabra, Chem. Ind., 1989, 533.
4. P. S. Kalsi, B. R. Chhabra, J. Singh and R. Vig, Synlett., 1992, 425.
5. B. Tauaux, B. Klein, F. Texier-Boullet and J. Hamelin, J. Chem. Res. (S), 1994, 116.
6. G. Bram, A. Loupy, M. Majdoub, E. Gutierrez and E. Ruiz-Hitzky, Tetrahedron, 1990, 46, 5167.
7. G. L. Kad, J. Kaur, P. Bansal and J. Singh, J. Chem. Res. (S), 1996, 188.