2-Azaadamantane N-oxyl (AZADO) and 1-Me-AZADO: Highly efficient organocatalysts for oxidation of alcohols

Masatoshi Shibuya; Masaki Tomizawa; Iwao Suzuki; Yoshiharu Iwabuchi

doi:10.1021/ja0620336

2-Azaadamantane N-oxyl (AZADO) and 1-Me-AZADO: Highly efficient organocatalysts for oxidation of alcohols

Masatoshi Shibuya, Masaki Tomizawa, Iwao Suzuki, Yoshiharu Iwabuchi

PHA - Molecular Pharmaceutical Science

Tohoku University

Research output: Contribution to journal › Article › peer-review

358 Citations (Scopus)

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.

Original language	English
Pages (from-to)	8412-8413
Number of pages	2
Journal	Journal of the American Chemical Society
Volume	128
Issue number	26
DOIs	https://doi.org/10.1021/ja0620336
Publication status	Published - 2006 Jul 5

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10.1021/ja0620336

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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.",

author = "Masatoshi Shibuya and Masaki Tomizawa and Iwao Suzuki and Yoshiharu Iwabuchi",

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AU - Tomizawa, Masaki

AU - Suzuki, Iwao

AU - Iwabuchi, Yoshiharu

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N2 - 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.

AB - 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.

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2-Azaadamantane N-oxyl (AZADO) and 1-Me-AZADO: Highly efficient organocatalysts for oxidation of alcohols

Abstract

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