Electrochemical Formation of Favorskii Rearrangement Type Intermediates and Their Reactivities
The indirect electrooxidation of enamines of alicyclic ketones (1) in NaOMe-MeOH using iodide ion as a mediator provided ring fused cyclopropane aminoethers (2). The resulting products were then subjected to acid-catalyzed hydrolysis, alcoholysis, the reductive elimination of the methoxy group with LiAlH4, and the replacement of the methoxy group by a cyano group with Me3SiCN in the presence of a Lewis acid.
KeywordsMethoxy Group Metal Hydride Cyano Group Cyclopropane Ring Reductive Elimination
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