Literature DB >> 16802802

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

Masatoshi Shibuya1, Masaki Tomizawa, Iwao Suzuki, Yoshiharu Iwabuchi.   

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.

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Year:  2006        PMID: 16802802     DOI: 10.1021/ja0620336

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN: 0002-7863            Impact factor:   15.419


  27 in total

1.  Cu/Nitroxyl Catalyzed Aerobic Oxidation of Primary Amines into Nitriles at Room Temperature.

Authors:  Jinho Kim; Shannon S Stahl
Journal:  ACS Catal       Date:  2013-07-05       Impact factor: 13.084

Review 2.  Tetramethylpiperidine N-Oxyl (TEMPO), Phthalimide N-Oxyl (PINO), and Related N-Oxyl Species: Electrochemical Properties and Their Use in Electrocatalytic Reactions.

Authors:  Jordan E Nutting; Mohammad Rafiee; Shannon S Stahl
Journal:  Chem Rev       Date:  2018-04-30       Impact factor: 60.622

3.  The true structures of the vannusals, part 1: Initial forays into suspected structures and intelligence gathering.

Authors:  K C Nicolaou; Hongjun Zhang; Adrian Ortiz
Journal:  Angew Chem Int Ed Engl       Date:  2009       Impact factor: 15.336

4.  The true structures of the vannusals, part 2: Total synthesis and revised structure of vannusal B.

Authors:  K C Nicolaou; Adrian Ortiz; Hongjun Zhang
Journal:  Angew Chem Int Ed Engl       Date:  2009       Impact factor: 15.336

5.  Total synthesis and structural revision of vannusals A and B: synthesis of the true structures of vannusals A and B.

Authors:  K C Nicolaou; Adrian Ortiz; Hongjun Zhang; Graziano Guella
Journal:  J Am Chem Soc       Date:  2010-05-26       Impact factor: 15.419

6.  Heteroadamantyl cannabinoids.

Authors:  Darryl D Dixon; Divakaramenon Sethumadhavan; Tore Benneche; April R Banaag; Marcus A Tius; Ganesh A Thakur; Anna Bowman; Jodianne T Wood; Alexandros Makriyannis
Journal:  J Med Chem       Date:  2010-08-12       Impact factor: 7.446

Review 7.  The Cation-π Interaction in Small-Molecule Catalysis.

Authors:  C Rose Kennedy; Song Lin; Eric N Jacobsen
Journal:  Angew Chem Int Ed Engl       Date:  2016-06-22       Impact factor: 15.336

8.  Redox-Neutral TEMPO Catalysis: Direct Radical (Hetero)Aryl C-H Di- and Trifluoromethoxylation.

Authors:  Johnny W Lee; Sanghyun Lim; Daniel N Maienshein; Peng Liu; Ming-Yu Ngai
Journal:  Angew Chem Int Ed Engl       Date:  2020-09-24       Impact factor: 15.336

9.  Synthesis of analogs of the radiation mitigator JP4-039 and visualization of BODIPY derivatives in mitochondria.

Authors:  Marie-Céline Frantz; Erin M Skoda; Joshua R Sacher; Michael W Epperly; Julie P Goff; Joel S Greenberger; Peter Wipf
Journal:  Org Biomol Chem       Date:  2013-07-07       Impact factor: 3.876

10.  Synthesis of 4-acetamido-2,2,6,6-tetramethylpiperidine-1-oxoammonium tetrafluoroborate and 4-acetamido-(2,2,6,6-tetramethyl-piperidin-1-yl)oxyl and their use in oxidative reactions.

Authors:  Michael A Mercadante; Christopher B Kelly; James M Bobbitt; Leon J Tilley; Nicholas E Leadbeater
Journal:  Nat Protoc       Date:  2013-03-07       Impact factor: 13.491

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