51139-00-5Relevant articles and documents
Palladium-Catalyzed Allylic Oxidation of Cyclohexenes Using Molecular Oxygen as Oxidant
Bystroem, Styrbjoern E.,Larsson, E. Magnus,Akermark, Bjoern
, p. 5674 - 5675 (2007/10/02)
Cyclohexene and some related alkenes are readily converted into allyl acetates by catalytic amounts of palladium acetate and a reoxidation system consisting of molecular oxygen and either hydroquinone and a second transition metal acetate or cobalt(II) Schiff's base complexes such as 7 and 8.
Oxidation by Cobalt(III) Acetate. Part 7. Regioselective Synthesis of Substituted Cyclohexenyl Acetates
Hirano, Masao,Morimoto, Takashi
, p. 1105 - 1108 (2007/10/02)
The oxidation of alkylcyclohexenes with cobalt(III) acetate has been studied in acetic acid under nitrogen. 1-Alkylcyclohexenes gave exclusively the corresponding 3-acetoxy-1-alkylcyclohexenes in good yields.Similarly, 3- and 4-methylcyclohexene afforded 3-acetoxy-6- and -5-methylcyclohexene, respectively, in suprising high selectivities.In all cases, the position α to the alkyl group was completely or largely insensitive to CoIII.The results can be explained in terms of steric hindrance of the alkyl group which limits the attack of CoIII at a hindered site.
