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Note | Regular issue | Vol 51, No. 8, 1999, pp.1945-1948
Published online, 1st January, 1970
DOI: 10.3987/COM-99-8600
Selective Electrocatalytic Oxidation of Primary and Secondary Alcohols Mediated by Decahydroquinolinyl-N-oxyl Radical

Yoshitomo Kashiwagi,* Futoshi Kurashima, Jun-ichi Anzai, and Tetsuo Osa

*Graduate School of Pharmaceutical Sciences, Tohoku University, Aramaki, Aoba-ku, sendai 980-8578, Japan


(±)-cis,cis4-Benzoyloxy-2,2,8a-trimethyldecahydroquinolinyl-N-oxyl reveals a reversible redox peak whose oxidation potential is at + 0.67 V vs. Ag/AgCl. The compound catalyzed the selective oxidation reactions of primary and secondry alcohols to aldehydes and ketones, respectively, in high current efficiency (86.4-92.7 %) and selectivity (100 %).