1,2-Shift in Chiral Ni(II) Schiff-Base Derivatives: Conversion of alpha- Thiobenzylated Amino Acid into the Cysteine Derivative

摘要

The first example of the anionic 1,2-shift taking place in the metal coordination environment is described. The alpha-thiobenzylated glycine in the form of the Ni(II) Schiff-base complex is converted into the corresponding cysteine derivative with ca 70 yield. The reaction disclosed emphasizes how the reactivity of a substrate can be influenced by noncovalent interactions in the metal coordination environment.