A Practical Molybdenum-Catalyzed Oxidation of Alcohols by Sodium Percarbonate

Synlett

Volumn 1996, Issue 5, 1996, Pages 439-440

  Maignien, Stéphane ^a   Aït Mohand, Samia ^a   Muzart, Jacques ^a  

^a UNIVERSITÉ DE REIMS CHAMPAGNE ARDENNE   (France)

Author keywords

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Indexed keywords

EID: 1542714544     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-1996-5449     Document Type: Article

References (29)

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25. For reviews on SPC as oxidizing agent, see: a) McKillop, A.; Sanderson, W.R. Tetrahedron 1995, 51, 6145. b) Muzart, J. Synthesis 1995, 1325.
26. For reviews on SPC as oxidizing agent, see: a) McKillop, A.; Sanderson, W.R. Tetrahedron 1995, 51, 6145. b) Muzart, J. Synthesis 1995, 1325.
27. 10)ammonium chloride.
28. 2 (0.1 mmol), Adogen 464 (≈ 0.2 mmol), the solvent (10 ml), the substrate (1 mmol) and SPC (4 mmol). The mixture was stirred at reflux under an air atmosphere for the time reported in Table 1. After cooling to room temperature, the slurry was filtered. The filtrate was evaporated to dryness at room temperature under reduced pressure. The residue was subjected to flash chromatography eluting with EtOAc/petroleum ether to afford the ketone or the aldehyde. The organic acid was isolated from the precipitate by acid hydrolysis (aqueous 2M HCl) followed by extraction with diethyl ether.
29. Traces of unidentified compounds - possibly epoxy products - have been however detected from TLC of the crude oxidation mixtures of these cyclic allylic alcohols.