2-Azaadamantane N-Oxyl (AZADO) and 1-Me-AZADO: Highly Efficient Organocatalysts for Oxidation of Alcohols

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 correspond...

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Veröffentlicht in:	Journal of the American Chemical Society 2006-07, Vol.128 (26), p.8412-8413
Hauptverfasser:	Shibuya, Masatoshi, Tomizawa, Masaki, Suzuki, Iwao, Iwabuchi, Yoshiharu
Format:	Artikel
Sprache:	eng
Schlagworte:	Adamantane - analogs & derivatives Adamantane - chemistry Alcohols - chemistry Aldehydes - chemical synthesis Aldehydes - chemistry Catalysis Chemistry Cyclic N-Oxides - chemistry Exact sciences and technology Free Radicals - chemistry Molecular Structure Organic chemistry Oxidation-Reduction Stereoisomerism
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Beschreibung
Zusammenfassung:	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.
ISSN:	0002-7863 1520-5126
DOI:	10.1021/ja0620336