56037-77-5Relevant articles and documents
α-Oxygenation of Aldehydes and Cyclic Ketones by Acylation-Rearrangement of Nitrones
Cummins, Clark H.,Coates, Robert M.
, p. 2070 - 2076 (2007/10/02)
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
Rubottom, George M.,Marrero, Roberto,Gruber, John M.
, p. 861 - 866 (2007/10/02)
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.