56037-77-5

Upstream product

• 85664-56-8 (Z)-N-(cyclohexylmethylene)-2-methylpropan-2-amine N-oxide 
• 2043-61-0 cyclohexanecarbaldehyde 
• 23438-53-1 cyclohexylidenemethyl acetate 
• 86289-85-2 Acetic acid 1-oxa-spiro[2.5]oct-2-yl ester 
• 32379-37-6 1-Acetoxy-cyclohexylcyanid 
• 53282-55-6 (trimethylsiloxymethylidene)cyclohexane 
• 16963-29-4 4-(cyclohexylidenemethyl)morpholine 
• 2570-63-0 thallium(III) acetate 
• 6318-49-6 1-vinylcyclohexyl acetate 

Downstream Products

• 84246-70-8 3-Benzenesulfinyl-1-oxa-spiro[4.5]dec-3-en-2-one 
• 84246-68-4 3-Phenylsulfanyl-1-oxa-spiro[4.5]dec-3-en-2-one 
• 86289-62-5 Acetic acid (3S,4S)-3-methyl-2-oxo-3-phenylsulfanyl-1-oxa-spiro[4.5]dec-4-yl ester 
• 86289-63-6 Acetic acid (3R,4S)-3-methyl-2-oxo-3-phenylsulfanyl-1-oxa-spiro[4.5]dec-4-yl ester 
• 15419-46-2 1-formylcyclohexene 2,4-dinitrophenylhydrazone 

Relevant academic research and scientific papers

Allergenic α-Methylene-γ-butyrolactones. β-Hydroxy-α-methylene-γ-butyrolactones. 2. Syntheses from Ethyl 2-(Phenylthio)propionate and α-Acetoxy Aldehydes

β-Hydroxy-and β-acetoxy-α-methylene-γ-butyrolactones were prepared from α-acetoxy aldehydes and ethyl 2-(phenylthio)propionate.Diastereomeric sulfides 8-11 were separated, oxidized, and thermally eliminated, leading to β-acetoxy-exo-methylene lactones 23-25 and to butenolides 26-28, depending on the configuration of the phenylsulfinyl group. β-Hydroxy lactones 19 were prepared by saponification of the β-acetoxy derivatives.

α-Oxygenation of Aldehydes and Cyclic Ketones by Acylation-Rearrangement of Nitrones

The reaction of N-tert-butylnitrones (1a-e) of aldehydes and N-methylnitrones (2 and 3) of cyclic ketones with acid chlorides in the presence of triethylamine afforded α-acyloxy imines by rearrangement of N-vinyl-O-acylhydroxylamine intermediates.Hydrolysis of the α-acyloxy imines gave α-acyloxy aldehydes and ketones.The acylation-rearrangement reaction offers a new method for α-oxygenation of carbonyl compounds.

THE RECTION OF ALDEHYDE ENOL SILYL ETHERS WITH LEAD(IV)ACETATE

The treatment of aldehyde enol silyl ethers 1 with lead(IV)acetate (LTA) using methylene chloride as solvent gives rise to the production of α-acetoxy aldehydes 2 and glycolic ester derivatives 3 or enals 5.Structrural variations in 1 are used to explained the divergent trends.When 1 is treated with LTA/KOAc/AcOH, high yields of the corresponding α-acetoxy aldehydes 2 are obtained with the formation of 3 and 5 being subverted.