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Proof of delocalization-stabilization by sulfur in enolate formation during racemisation of sulfur containing amino acid residues.
Authors:M.J.O. Anteunis  F. Borremans  D. Wante  R. Schrooten
Affiliation:Laboratory of Organic Chemistry, Rijksuniversiteit-Gent, Krijgslaan 271 S4bis, 9000 GENT BELGIUM
Abstract:The present kinetic data on the accelerating action of sulfur in the base catalyzed racemisation of cyclic dipeptides (3) support the explanation of Barber and Jones (4) for the α center and suggest further a 1,3- and 1,4-interaction of -S- with the amide N-atom (8) for the α′ center.
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