85664-65-9Relevant academic research and scientific papers
A simple method for the α-oxygenation of aldehydes
Beshara, Cory S.,Hall, Adrian,Jenkins, Robert L.,Jones, Teyrnon C.,Parry, Rachael T.,Thomas, Stephen P.,Tomkinson, Nicholas C. O.
, p. 1478 - 1480 (2007/10/03)
A mild, efficient and general method for the chemospecific α-oxygenation of aldehydes is described. Treatment of a series of aldehydes with N-tert-butyl-O-benzoyl hydroxylamine hydrochloride gives the corresponding α-oxygenated carbonyl via a proposed per
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.
