Oxidation of chiral non-racemic pyridinium salts to enantiopure 2- pyridone and 3-alkyl-2-pyridones

Tetrahedron Asymmetry

Volumn 9, Issue 12, 1998, Pages 2027-2029

  Gnecco, D ^a   Marazano, C ^a   Enriquez, R G ^a   Teran, J L ^a   Del Rayo Sanchez, M ^a   Galindo, S A ^a  

^a Universitaria Puebla   (Mexico)

Author keywords

[No Author keywords available]

Indexed keywords

2 PYRIDONE DERIVATIVE; POTASSIUM FERRICYANIDE; PYRIDINIUM DERIVATIVE;

ARTICLE; CHIRALITY; OXIDATION; PRIORITY JOURNAL; SYNTHESIS;

EID: 0032547125     PISSN: 09574166     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0957-4166(98)00151-7     Document Type: Article

References (7)

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2. Genisson, Y.; Marazano, C.; Mehmandoust, M.; Gnecco, D.; Das, B. C. Synlett . 1992 , 431.
3. Coffen, D. L.; Hengartner, U.; Katonak, A.; Mulligan, M. E.; Burdick, D. C.; Olson, G. L.; Todaro, L. J. J. Org. Chem . 1984 , 49, 5109. Amat, M.; Llor, N.; Hidalgo, J.; Hernández, A.; Bosch, J. Tetrahedron: Asymmetry 1996 , 7, 977 and references therein. Kuethe, J. T.; Padwa, A. Tetrahedron Lett . 1997 , 38, 1505 and references therein. Mabic, S.; Castagnoli Jr., N. J. Org. Chem. 1996 , 61, 309. An enantioselective approach has been recently reported in the isoquinolinone series: Munchhof, M. J.; Meyers A. I. J. Org. Chem. 1995 , 60, 7086.
4. Munchhof, M. J.; Meyers A. I. J. Org. Chem. 1995 , 60, 7084. Micouin, L.; Bonin, M.; Cherrier, M.-P.; Mazurier, A.; Tomas, A.; Quirion, J.-Ch.; Husson, H.-P. Tetrahedron 1996 , 52, 7719 and references therein.
5. Prill, E. A.; McElvain Org. Syn. 1943 , 2, 419.
6. Becher, I. Synthesis 1980 , 589.
7. Fujii, T.; Yoshifuji, S.; Mishishita, K.; Mitsukushi, M.; Yoshida, K. Chem. Pharm. Bull. 1973 , 20, 2695 and references cited therein. For a recent example on quinolinium series see Gonzalez-Bello, C.; Abell, C.; Leeper, F. J. J. Chem. Soc., Perkin Trans. 1 1997 , 1017.; Cooksey, C. J.; Johnson, M. D. J. Chem. Soc . B, 1968 , 10, 1191; Ruchirawat, S.; Sunkul, S.; Thbtaranonyh, Y. Tetrahedron Letters 1977 , 27, 2335 and references therein.