Asymmetric electrochemical lactonization of diols on a chiral 1-azaspiro[5.5]undecane N-oxyl radical mediator-modified graphite felt electrode.
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.
Kashiwagi
Yoshitomo
Y
Graduate School of Pharmaceutical Sciences, Tohoku University, Aramaki, Aoba-ku, Sendai 980-8578, Japan. kashi@mail.pharm.tohoku.ac.jp
Kurashima
Futoshi
F
Chiba
Shinya
S
Anzai
Jun-ichi
J
Osa
Tetsuo
T
Bobbitt
James M
JM