
TY  - JOUR
A1  - Hartshorn, RM 
T1  - Chelated 2-Formylglycinate: Aldehyde or Enol?
JF  - Australian Journal of Chemistry
JO  - Aust. J. Chem.
Y1  - 1996
VL  - 49
IS  - 8
SP  - 905
EP  - 909
KW  - 
UR  - https://doi.org/10.1071/CH9960905 
N2  - 13 C n.m.r. data are presented which are consistent with the proposal that 2-formylglycinate chelated to bis(ethane-1,2-diamine)cobalt(III) exists as an equilibrium mixture of its hydrate, 3,3-dihydroxyalaninate (c.90%), and its E-enol , (E)-2-amino-3-hydroxyacrylate (c.10%). The new structural assignment for the minor component of the mixture leads to the proposal of a new mechanism for the formation of coordinated penicilloates by reaction of this mixture with (S)-penicillamine . The new mechanism makes it possible to rationalize the remarkable stereoselectivity of this condensation reaction. 
ER  -

