In situ aerobic alcohol oxidation-Wittig reactions

Bulletin of the Korean Chemical Society

Volumn 22, Issue 9, 2001, Pages 943-944

  Kim, Guncheol ^a   Lee, Don Gyu ^a   Chang, Sukbok ^b  

^a Chungnam National University   (South Korea)

^b Ewha Womans University   (South Korea)

Author keywords

Aerobic oxidation; Ruthenium catalyst; Wittig reaction

Indexed keywords

REAGENT; RUTHENIUM; TOLUENE;

AEROBIC METABOLISM; ALCOHOL OXIDATION; ARTICLE; CATALYSIS; CATALYST; CHEMICAL STRUCTURE; REACTION ANALYSIS; STRUCTURE ANALYSIS; WITTIG REACTION;

EID: 0035540401     PISSN: 02532964     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article

References (11)

1. (a) Blackburn, L.; Wei, X.; Taylor, R. J. K. Chem. Commun. 1999, 1493.
2. (b) Crich, D.; Mo, X. Synlett 1999, 67.
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6. Davies, S. B.; McKervey, M. A. Tetrahedron Lett. 1999, 40, 1229.
7. (a) ten Brink, G. J.; Arends, I. W. C. E.; Sheldon, R. A. Science 2000, 287, 1636.
8. (b) Markó, I. E.; Giles, P. R.; Tsukazaki, M.; Chellé-Regnaut, I.; Gautier, A.; Brown, S. M.; Belgium, C. J. J. Org. Chem. 1999, 64, 2433.
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10. Lee, M.; Chang, S. Tetrahedron Lett. 2000, 41, 7507.
11. 3 (300 mg, 0.91 mmol), ethoxycarbonylmethylenetriphenylphosphorane (368 mg, 1.0 mmol), and dichloro(p-cymene)ruthenium (II) dimmer (22 mg, 0.036 mmol) in toluene (4 mL) was heated at 55 °C under air for 26 hr. The mixture was diluted with 10 mL of ethylacetate and the orgnic layer was washed with water twice and brine once. After dry over anhydrous magnesium sulfate and concentration, the crude product was purified by column chromatography to afford 116 mg of ester in 72% yield.