Asymmetric electrochemical lactonization of diols on a chiral 1-azaspiro[5.5]undecane N-oxyl radical mediator-modified graphite felt electrode,10.1039/B209871G

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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

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

Chemical Communications Pub Date : 11/28/2002 00:00:00 , DOI:10.1039/B209871G

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.