Asymmetric electrochemical lactonization of diols on a chiral 1-azaspiro[5.5]undecane N-oxyl radical mediator-modified graphite felt electrode |
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Authors: | Kashiwagi Yoshitomo Kurashima Futoshi Chiba Shinya Anzai Jun-ichi Osa Tetsuo Bobbitt James M |
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Institution: | Graduate School of Pharmaceutical Sciences, Tohoku University, Aramaki, Aoba-ku, Sendai 980-8578, Japan. kashi@mail.pharm.tohoku.ac.jp |
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Abstract: | A graphite felt electrode modified with (6S,7R,10R)-4-amino-2,2,7-trimethyl-10-isopropyl-1-azaspiro5.5]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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