73610-85-2

Upstream product

• 69685-64-9 (1S,5S)-5-methyl-2-cyclohexenol 
• 75-36-5 acetyl chloride 
• 591-47-9 4-methylcyclohexene 
• 64-19-7 acetic acid 

Downstream Products

• 22597-21-3 M-Cresyl acetate 
• 54307-74-3 (R)-5-methyl-cyclohex-2-enone 
• 73587-72-1 Acetic acid (1S,5R)-3-chloro-5-methyl-cyclohex-2-enyl ester 

Relevant academic research and scientific papers

Palladium-Catalyzed Allylic Oxidation of Cyclohexenes Using Molecular Oxygen as Oxidant

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.

Allylic Oxidation of Olefins by Cobalt(III), Manganese(III), and Cerium(IV) Acetates in Acetic Acid in the Presence of Sodium Bromide

The effect of added sodium bromide on the allylic oxidation of olefins by cobalt(III), manganese(III), and cerium(IV) acetates has been studied.Sodium bromide strongly accelerated the oxidation of cyclohexene by these oxidants to give cyclohex-2-enyl acetate in good yield.Only one product was obtained in the oxidation of cycloalkenes, but two allylic acetates were obtained in the oxidations of methyl-substituted cyclohexenes, which have two kinds of allylic hydrogen.A mechanism involving hydrogen abstraction from allylic sites by bromine radicals is suggested.

Oxidation by Cobalt(III) Acetate. Part 7. Regioselective Synthesis of Substituted Cyclohexenyl Acetates

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.

Oxidation by Cobalt(III) Acetate. Part 3. Allylic Oxidation of Various Olefins in Acetic Acid

Allylic oxidation of various olefins with cobalt(III) acetate in acetic acid under nitrogen has been investigated.The substrates studied include allylbenzene, oct-1-and -trans-4-ene, cycloalkenes (C5-C8), and 1-and 4-methyl-cyclohexene.The reaction gave exclusively the allylic acetate as the primary product; no 1,2-addition or skeletal rearrangement product was formed in significant amount.Some mechanistic aspects of allylic oxidation are discussed.

Synthetic Applications of Phenylselenenyl Chloride Additions. A Simple 1,3-Enone Transposition Sequence

The regiospecific addition of phenylselenenyl chloride to allylic alcohols is used as the key step in a simple 1,3-enone transposition sequence.