Selective oxidation of benzylic hydrocarbons to carbonyl compounds catalyzed by Mn(III) salen complexes

Tetrahedron Letters

Volumn 39, Issue 11, 1998, Pages 1385-1388

  Lee, Nam Ho ^a   Lee, Chang Seob ^a   Jung, Duk Sang ^a  

^a Jeju National University   (South Korea)

Author keywords

[No Author keywords available]

Indexed keywords

BENZYL DERIVATIVE; CARBONYL DERIVATIVE; HYDROCARBON; HYPOCHLORITE SODIUM; MANGANESE;

ARTICLE; CATALYST; OXIDATION;

EID: 0032510426     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(98)00030-6     Document Type: Article

References (13)

1. 1. Comprehensive Organic Synthesis (Oxidation); Trost, B. M., Ed.; Pergamon: New York, 1991; Vol 7.
2. 2. a) Larock, R. C. Comprehensive Organic Transformations: A Guide to Functional Group Preparations; VCH Publishers, Inc.: New York, 1989, pp. 591-592.
3. b) Gardner, K. A.; Mayer, J. M. Science 1995, 269, 1849.
4. 3. a) Jacobsen, E. N.; Zhang, W.; Muci, A. R.; Ecker, J. R.; Deng, L. J. Am. Chem. Soc. 1991, 113, 7063.
5. b) Katsuki, T. J. Synth. Org. Chem. Jpn. 1995, 53, 940.
6. c) Pospisil, P. J.; Carsten, D. H.; Jacobsen, E. N. Chem. Eur. J. 1996, 2, 974.
7. 4. a) Kaufman, M. D.; Grieco, P. A.; Bougie, D. W. J. Am. Chem. Soc. 1993, 115, 11648.
8. b) Larrow, J. F.; Jacobsen, E. N. J. Am. Chem. Soc. 1994, 116, 12129.
9. c) Katsuki, T.; Irie, R.; Hamachi, K. Tetrahedron Lett. 1996, 37, 4979.
10. 5. This complex was prepared from the racemic trans-1,2-diaminocyclohexane and salicylaldehyde according to the literature procedure. See, Larrow, J. F.; Jacobsen, E. N.; Gao, Y.; Hong, Y.; Nie, X.; Zepp, C. M. J. Org. Chem. 1994, 59, 1939. The complex 1 has been characterized in the literature. See, ref. 3c.
11. 6. Jacobsen, E. N.; Zhang, W.; Guler, M. L. J. Am. Chem. Soc. 1991, 113, 6703.
12. 7. Zhang, W.; Jacobsen, E. N. J. Org. Chem. 1991, 56, 2296.
13. 8. Palucki, M.; Hanson, P.; Jacobsen, E. N. Tetrahedron Lett. 1992, 33, 7111.