Selective Isomerization of Glycidates and Their Analogues with Triphenylsilyl Perchlorate or Electrogenerated Acid

Article abstract of DOI:10.1246/cl.1991.2009

Isomerization of glycidic esters and nitriles to the corresponding 2-hydroxy-3-alkenoates and their nitrile derivatives occurred on treatment with triphenylsilyl perchlorate or electrogenerated acid (EG acid).The cyanohydrin moiety of the nitriles 4 was transformed to a formyl group, giving the corresponding enals on treatment with weak base.