Abstract
A stereochemical study on electrochemical carboxylation of ethoxycarbonyl- or phenyl-substituted vinyl triflates was carried out. Vinyl triflates in DMF with a platinum cathode and a magnesium anode underwent electrochemical carboxylation with retention of their geometries to give the corresponding α,β-unsaturated carboxylic acids in moderate to good yields. The stereochemical outcome of these electrochemical carboxylations is discussed by comparison with predominant formation of a ( Z)-isomer from either ( E)- or ( Z)-vinyl bromides.
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