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Efficient Radical Oxygenation of α-Iodocarboxylic Acid Derivatives

Nobuhiro Kihara, Cyril Ollivier and Philippe Renaud*

*Université de Fribourg, Institut de Chimie Organique, Pérolles, CH-1700 Fribourg, Switzerland, Email: philippe.renauddcb.unibe.ch

N. Kihara, C. Ollivier, P. Renaud, Org. Lett., 1999, 1, 1419-1422.

DOI: 10.1021/ol990971n


Abstract

Treatment of α-iodocarboxylic acid derivatives with 2 equiv of triethylborane under oxygen atmosphere gives the corresponding α-hydroxy acid derivatives. Tertiary iodides and substrates sensitive to nucleophiles are efficiently converted to alcohols.

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Key Words

α-hydroxylation


ID: J54-Y1999