Peroxovanadium-catalyzed oxidative esterification of aldehydes

Journal of Organic Chemistry

Volumn 68, Issue 7, 2003, Pages 2944-2947

  Gopinath, Rangam ^a   Barkakaty, Balaka ^a   Talukdar, Bandana ^a   Patel, Bhisma K ^a  

^a INDIAN INSTITUTE OF TECHNOLOGY GUWAHATI   (India)

Author keywords

[No Author keywords available]

Indexed keywords

CHEMICAL REAGENTS;

CATALYSIS; ESTERIFICATION; ESTERS; HYDROGEN PEROXIDE; OXIDATION; SYNTHESIS (CHEMICAL); VANADIUM;

ALDEHYDES;

ALDEHYDE DERIVATIVE; PEROXOVANADIUM; UNCLASSIFIED DRUG; VANADIUM DERIVATIVE;

ARTICLE; CATALYSIS; CHEMICAL MODIFICATION; ESTERIFICATION; OXIDATION; REACTION ANALYSIS; SYNTHESIS;

EID: 0037419411     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo0266902     Document Type: Article

References (38)

1. (a) Larock, R. C. Comprehensive Organic Transformation; VCH: New York, 1999.
2. (b) Williams, D. R.; Klingler, F. D.; Allen, E. E.; Lichtenthaler, F. W. Tetrahedron Lett. 1988, 29, 5087-5090.
3. (c) McDonald, C.; Holcomb, H.; Kennedy, K.; Kirkpatrick, E.; Leathers, T.; Vanemon, P. J. Org. Chem. 1989, 54, 1213-1215.
4. (a) Corey, E. J.; Gilman, N. W.; Ganem, B. E. J. Am. Chem. Soc. 1968, 90, 5616-5617.
5. (b) Sakuragi, H.; Tokumaru, K. Chem. Lett. 1974, 475-476.
6. (c) Ogawa, T.; Matsui, M. J. Am. Chem. Soc. 1976, 98, 1629-1630.
7. (d) Sundararaman, P.; Walker, E. C.; Djerassi, C. Tetrahedron Lett. 1978, 1627-1628.
8. (e) Chiba, T.; Okimoto, M.; Nagai, H.; Takata, Y. Bull Chem. Soc. Jpn. 1982, 55, 335-336.
9. (f) Wilson, S. R.; Tofigh, S.; Misra, R. N. J. Org. Chem. 1982, 47, 1360-1361.
10. (g) Garegg, P. J.; Olsson, L.; Oscarson, S. J. Org. Chem. 1995, 60, 2200-2204.
11. Gopinath, R.; Patel, B. K. Org. Lett. 2000, 5, 577-579.
12. Gopinath, R.; Paital, A. R.; Patel, B. K. Tetrahedron Lett. 2002, 43, 5123-5126.
13. Espenson, J. H.; Zhu, Z.; Zauche, T. H. J. Org. Chem. 1999, 64, 1191-1196.
14. (a) Anastas, P. T., Williamson, T. C., Eds.; Green Chemistry: Frontiers in Benign Chemical Syntheses and Processes; Oxford University Press: Oxford, 1998.
15. (b) Clark, J. H., Ed. Chemistry of Waste Minimisation; Chapman & Hall: London, 1995.
16. Bora, U.; Bose, G.; Chaudhuri, M. K.; Dhar, S. S.; Gopinath, R.; Khan, A. T.; Patel, B. K. Org. Lett. 2000, 2, 247-249.
17. (a) Paquette, L. A. Encyclopedia of Reagents for Organic Synthesis; Wiley: New York, 1995; Vol. 7, pp 4611.
18. (b) McKillop, A.; Sanderson, W. R. J. Chem. Soc., Perkin Trans. 1 2000, 471-476.
19. (c) McKillop, A.; Sanderson, W. R. Tetrahedron 1995, 51, 6145-6166.
20. (d) Muzart, J. Synthesis 1995, 1325-1347.
21. Kirk-Othmer. Encyclopedia of Chemical Technology, 3rd ed.; Wiley: New York, 1982; Vol. 17, p 6.
22. (a) Butler, A.; Clague, M. J.; Meister, G. E. Chem. Rev. 1994, 94, 625-638.
23. (b) Conte, V.; Di Furia, F.; Modena, G. J. Org. Chem. 1988, 53, 1165-1169.
24. (c) Hubert, M.; Lucien, S.; Eric, D.; Michele, P.; Jean, F.; Raymond, W. J. Am. Chem. Soc. 1983, 105, 3101-3110.
25. Freeman, F. In Organic Synthesis by Oxidation with Metal Compounds; Mijs W. J.; De Jonge, C. H. R. I., Eds.; Plenum Press; New York, 1986; Chapter 1, p 1.
26. 1H FT-NMR Spectra; Aldrich Chemical Company, Inc.: Milwaukee, 1993; Ed. I.
27. (a) Leznoff, C. C. Acc. Chem. Res. 1978, 11, 327-333.
28. (b) Henrick, C. A. Tetrahedron 1977, 33, 1845.
29. (c) Rossi, R. Synthesis 1977, 817.
30. Hosokawa, T.; Imada, Y.; Murahashi, S.-I. J. Chem. Soc., Chem. Commun. 1983, 1245-1246.
31. Babler, J. H.; Coghlan, M. J. Tetrahedron Lett. 1979, 1971- 1974.
32. (a) Stork, G.; Rychnovsky, S. D. J. Am. Chem. Soc. 1987, 109, 1564-1565.
33. (b) Sato, K.-I.; Igarashi, T.; Yanagisawa, Y.; Kawaichi; Hashitoma; Yoshimura, J. Chem. Lett. 1987, 28, 2835-2836.
34. (c) Sviridov, A. F.; Ermolenko, M. S.; Yashunsky, D. V.; Borodkin, V. S.; Kochetkov, N. K. Tetrahedron Lett. 1987, 28, 3835-3838 and 3839-3842.
35. (d) Hanessian, S.; Staub, et A. P. A. Tetrahedron Lett. 1973, 3551-3554.
36. (e) Curini, M.; Epifano, F.; Marcotullio, M. C.; Rosati, O. Synlett 1999, 777-779.
37. (a) Choudary, B. M.; Reddy, P. N. Synlett 1995, 959-960.
38. (b) Chidambaram, N.; Bhat, S.; Chandrasekaran, S. J. Org. Chem. 1992, 57, 5013-5015.