Electroorganic chemistry. 140. Electroreductively promoted intra-and intermolecular couplings of ketones with nitriles.

T Shono, N Kise, T Fujimoto, N Tominaga…

Index: Shono, Tatsuya; Kise, Naoki; Fujimoto, Taku; Tominaga, Naoto; Morita, Hiroshi Journal of Organic Chemistry, 1992 , vol. 57, # 28 p. 7175 - 7187

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Citation Number: 89

Abstract

Electroreduction of y-and &cyano ketones in i-PrOH with Sn cathode gave a-hydroxy ketones and their dehydroxylated ketones as the intramolecularly coupled products. Guaiazulene,(-)-valeranone, polyquinanes, dihydrojasmone, methyl dihydrojasmonate, and rosaprostol have been synthesized by utilizing this electroreductive intramolecular coupling of y-and 6-cyano ketones in one of the key steps. Similarly, electroreduction of a mixture of ...

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