Facile oxidation of aldehydes to acids and esters with Oxone

Organic Letters

Volumn 5, Issue 7, 2003, Pages 1031-1034

  Travis, Benjamin R ^a   Sivakumar, Meenakshi ^a   Hollist, G Olatunji ^a   Borhan, Babak ^a  

^a MICHIGAN STATE UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ALCOHOL DERIVATIVE; ALDEHYDE; CARBOXYLIC ACID DERIVATIVE; ESTER; OXIDIZING AGENT; SODIUM PEROXIDE; SOLVENT; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL REACTION; CHROMATOGRAPHY; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; OXIDATION;

EID: 0042650033     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol0340078     Document Type: Article

References (26)

1. Clark, J. H.; Cork, D. G. J. Chem. Soc., Chem. Commun. 1982, 635.
2. Abu-Omar, M. M.; Espenson, J. H. Organometallics 1996, 15, 3543.
3. Denmark, S. E.; Forbes, D. C.; Hays, D. S.; DePue, J. S.; Wilde, R. G. J. Org. Chem. 1995, 60, 1391.
4. Wozniak, L. A.; Stec, W. J. Tetrahedron Lett. 1999, 40, 2637.
5. Webb, K. S.; Levy, D. Tetrahedron Lett. 1995, 36, 5117.
6. Webb, K. S. Tetrahedron Lett. 1994, 35, 3457.
7. Trost, B. M.; Curran, D. P. Tetrahedron Lett. 1981, 22, 1287.
8. Davis, F. A.; Lal, S. G.; Durst, H. D. J. Org. Chem. 1988, 53, 5004.
9. Davis, F. A.; Chattopadhyay, S.; Towson, J. C.; Lal, S.; Reddy, T. J. Org. Chem. 1988, 53, 2087.
10. Curini, M.; Epifano, F.; Marcotullio, M. C.; Rosati, O. Synlett 1999, 777.
11. Travis, B. R.; Narayan, R. S.; Borhan, B. J. Am. Chem. Soc. 2002, 124, 3824.
12. Travis, B.; Borhan, B. Tetrahedron Lett. 2001, 42, 7741.
13. Webster, F. X.; Rivas-Enterrios, J.; Silverstein, R. M. J. Org. Chem. 1987, 52, 689.
14. Baumstark, A. L.; Beeson, M.; Vasquez, P. C. Tetrahedron Lett. 1989, 30, 5567.
15. Jiang, Z. Zhongguo Yiyao Gongye Zazhi 1989, 20, 529.
16. Webb, K. S.; Ruszkay, S. J. Tetrahedron 1998, 54, 401.
17. Heathcock, C. H.; Young, S. D.; Hagen, J. P.; Pilli, R.; Badertscher, U. J. Org. Chem. 1985, 50, 2095.
18. Weber, E.; Csoregh, I.; Stensland, B.; Czugler, M. J. Am. Chem. Soc. 1984, 106, 3297.
19. McMurry, J. E.; Dushin, R. G. J. Am. Chem. Soc. 1990, 112, 6942.
20. Travis, B. R.; Ciaramitaro, B. P.; Borhan, B. Eur. J. Org. Chem. 2002, 3429.
21. Corey, E. J.; Gilman, N. W.; Ganem, B. E. J. Am. Chem. Soc. 1968, 90, 5616.
22. Garegg, P. J.; Olsson, L.; Oscarson, S. J. Org. Chem. 1995, 60, 2200.
23. Marko, I. E.; Mekhalfia, A.; Ollis, W. D. Synlett 1990, 347.
24. Shono, T.; Matsumura, Y.; Hayashi, J.; Inoue, K.; Iwasaki, F.; Itoh, T. J. Org. Chem. 1985, 50, 4967.
25. Williams, D. R.; Klingler, F. D.; Allen, E. E.; Lichtenthaler, F. W. Tetrahedron Lett. 1988, 29, 5087.
26. Renz, M.; Meunier, B. Eur. J. Org. Chem. 1999, 737.