Literature DB >> 12610992

Asymmetric electrochemical lactonization of diols on a chiral 1-azaspiro[5.5]undecane N-oxyl radical mediator-modified graphite felt electrode.

Yoshitomo Kashiwagi1, Futoshi Kurashima, Shinya Chiba, Jun-ichi Anzai, Tetsuo Osa, James M Bobbitt.   

Abstract

A graphite felt electrode modified with (6S,7R,10R)-4-amino-2,2,7-trimethyl-10-isopropyl-1-azaspiro[5.5]undecane N-oxyl was prepared for electrocatalytic oxidation of diols; electrolysis of diols on the modified electrode yielded optically active lactones (92.0-96.4%), with an enantiopurity of 82-99% ee.

Entities:  

Year:  2003        PMID： 12610992     DOI： 10.1039/b209871g

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN： 1359-7345            Impact factor:   6.222


  4 in total

Review 1.  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

2.  Synthetic Organic Electrochemical Methods Since 2000: On the Verge of a Renaissance.

Authors:  Ming Yan; Yu Kawamata; Phil S Baran
Journal:  Chem Rev       Date:  2017-10-09       Impact factor: 60.622

3.  Noncovalent Immobilization of Molecular Electrocatalysts for Chemical Synthesis: Efficient Electrochemical Alcohol Oxidation with a Pyrene-TEMPO Conjugate.

Authors:  Amit Das; Shannon S Stahl
Journal:  Angew Chem Int Ed Engl       Date:  2017-06-21       Impact factor: 15.336

Review 4.  A review of asymmetric synthetic organic electrochemistry and electrocatalysis: concepts, applications, recent developments and future directions.

Authors:  Munmun Ghosh; Valmik S Shinde; Magnus Rueping
Journal:  Beilstein J Org Chem       Date:  2019-11-13       Impact factor: 2.883
  4 in total

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