251346-03-9Relevant articles and documents
Efficient radical oxygenation of α-lodocarboxylic acid derivatives
Kihara, Nobuhiro,Ollivier, Cyril,Renaud, Philippe
, p. 1419 - 1422 (1999)
(equation presented) Treatment of α-iodocarboxylic acid derivatives with 2 equiv of triethylborane under oxygen atmosphere gives the corresponding α-hydroxy add derivatives This method is based on an iodine atom transfer from the ethyl radical, generated by the reaction of riethylborane and oxygen, with the α-iodocarbonyl compound. It offers several advantages over classical ionic substitution reactions: no elimanation product is observed tertiary iodides are efficiently converted to alcohos, and finally, this one-step procedure is working with substrates sensitive to nucleophiles.