Journal of the American Chemical Society 2006-07-05

2-azaadamantane N-oxyl (AZADO) and 1-Me-AZADO: highly efficient organocatalysts for oxidation of alcohols.

Masatoshi Shibuya, Masaki Tomizawa, Iwao Suzuki, Yoshiharu Iwabuchi

Index: J. Am. Chem. Soc. 128(26) , 8412-3, (2006)

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Abstract

Development of a stable nitroxyl radical class of catalysts, 2-azaadamantane N-oxyl (AZADO) and 1-Me-AZADO, for highly efficient oxidation of alcohols is described. AZADO and 1-Me-AZADO exhibit superior catalytic proficiency to TEMPO, converting various sterically hindered alcohols to the corresponding carbonyl compounds in excellent yields.