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

Inokuchi, T.; Kusumoto, M.; Matsumoto, S.; Okada, H.; Torii, S. Chem. Lett. 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 enal on treatment with weak base.