Benzylic tetrahydropyranyl ethers are rapidly and selectively oxidised to the corresponding carbonyl compounds by HNO3/ silica gel supported cerium ammonium nitrate (CAN) under solvent free conditions using microwave.
GreeneT.W., and WutsP. G. M., Protective Group in Organic Synthesis, 2nd edn, Chap. 4, Wiley, New York, 1991.
2.
MarkoI.E., AtesA., AugustynsB., GautierA., OuesnelY., TuretL., and WiauxM., Tetrahedron Lett., 1999, 40, 5613 and references cited therein.
3.
HeraviM.M., and AjamiD., Monatsh. Chem., 1999, 130, 709 and references cited therein.
4.
AtesA., GautierA., PlancherJ. M., OuesnelY., VankerckJ. Ch., and MarkoI. E., Tetrahedron, 2003, 59, 8989; R. Yen Kuo, F.R. Chang, C. Cun Wu, R. Pantan, W. Ya Wang, Y. Ch. Du and Y. Chang Wu, Bioorganic & Medicinal Chemistry Lett., 2003, 13, 2789; V. Nair, R. Rajan, K. Mahanan and V. Sheeba, Tetrahedron Lett., 2003, 44, 4585.
5.
Mc KillopA., and YoungD. W., Synthesis, 1979, 401 and 481; G.H. Posner, Angew. Chem., 1978, 90, 527; M. Balogh and P. Laszlo, Organic Chemistry using Clays, Springer, Berlin, 1993.
6.
For recent reviews and references a microwave assisted chemical reaction, see: MajetichG., and HicksR., J. Microwave Power Electromagn. Energy, 1995, 30, 27; S. Caddick, Tetrahedron, 1995, 51, 10403.
7.
ThanhG.V., and LoupyA., Tetrahedron Lett., 2003, 44, 9091 and references cited therein.
8.
HeraviM.M., AjamiD., and GhassemzadehM., Synth. Commun., 1999, 29, 1013.
