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 corresponding carbonyl compounds in excellent yields.
Shibuya
Masatoshi
M
Department of Organic Chemistry and Biophysical Chemistry, Graduate School of Pharmaceutical Sciences, Tohoku University, Aobayama, Sendai 980-8578, Japan.
Tomizawa
Masaki
M
Suzuki
Iwao
I
Iwabuchi
Yoshiharu
Y
D000218:Adamantane / Q000031:analogs & derivatives* / Q000737:chemistry; D000438:Alcohols / Q000737:chemistry*; D000447:Aldehydes / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D003497:Cyclic N-Oxides / Q000737:chemistry*; D005609:Free Radicals / Q000737:chemistry; D015394:Molecular Structure; D010084:Oxidation-Reduction; D013237:Stereoisomerism
C522608:2-aza-1-methyladamantane N-oxyl; C522607:2-azaadamantane N-oxyl; D000438:Alcohols; D000447:Aldehydes; D003497:Cyclic N-Oxides; D005609:Free Radicals; D000218:Adamantane