Chemistry Letters

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

T Inokuchi, M Kusumoto, S Matsumoto, H Okada…

Index: Inokuchi, Tsutomu; Kusumoto, Masahiko; Matsumoto, Sigeaki; Okada, Hiroyuki; Torii, Sigeru Chemistry Letters, 1991 , p. 2009 - 2012

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Abstract

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.