ABSTRACT

Stereochemistry is one of the most interesting and important fields in organic chemistry and has brilliantly advanced to date. Although organic electrochemistry has rapidly developed since the 1960s, its stereochemical aspect has advanced very slowly. One of the earliest works concerning the stereochemistry of an electrochemical reaction may have been made by Clemo and Smith [1]: They reduced p-dimethylaminobenzaldehyde at a cathode in aqueous sulfuric acid and separated one of the two diasteromeric glycols as a product. Although the stereochemistry of this kind of reductive dimerization of carbonyl compounds was afterward studied extensively and made considerably clearer, many of later workers who investigated other reactions did not pay much attention to the stereochemistry of their products.