Electroorganic Chemistry. 144. Electroreductive Coupling of Ketones with O-Methyl Oximes, N, N-Dimethylhydrazones, and Nitrones. A Convenient Route to Synthesis …

T Shono, N Kise, T Fujimoto, A Yamanami…

Index: Shono, Tatsuya; Kise, Naoki; Fujimoto, Taku; Yamanami, Ayuko; Nomura, Ryoji Journal of Organic Chemistry, 1994 , vol. 59, # 7 p. 1730 - 1740

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Citation Number: 59

Abstract

The intermolecular coupling of a variety of ketones with some types of 0-methyl oximes took place when a mixture of both components was electrochemically reduced in i-PrOH with an Sn cathode. The product, 0-methoxyamino alcohol was easily converted to@-amino alcohol by simple reduction. A chiral ligand effective for the enantioselective addition of diethylzinc to an aldehyde was easily obtained from the product formed by the electroreductive ...