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

Yoshitomo Kashiwagi; Futoshi Kurashima; Shinya Chiba; Junichi Anzai; Tetsuo Osa; James M. Bobbitt

doi:10.1039/b209871g

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

Yoshitomo Kashiwagi, Futoshi Kurashima, Shinya Chiba, Junichi Anzai, Tetsuo Osa, James M. Bobbitt

PHA - Molecular Pharmaceutical Science

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

39 Citations (Scopus)

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.

Original language	English
Pages (from-to)	114-115
Number of pages	2
Journal	Chemical Communications
Volume	9
Issue number	1
DOIs	https://doi.org/10.1039/b209871g
Publication status	Published - 2003 Jan 15

ASJC Scopus subject areas

Catalysis
Electronic, Optical and Magnetic Materials
Ceramics and Composites
Chemistry(all)
Surfaces, Coatings and Films
Metals and Alloys
Materials Chemistry

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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.",

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T1 - Asymmetric electrochemical lactonization of diols on a chiral 1-azaspiro[5.5]undecane N-oxyl radical mediator-modified graphite felt electrode

AU - Kashiwagi, Yoshitomo

AU - Kurashima, Futoshi

AU - Chiba, Shinya

AU - Anzai, Junichi

AU - Osa, Tetsuo

AU - Bobbitt, James M.

PY - 2003/1/15

Y1 - 2003/1/15

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AB - 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.

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

Abstract

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