38484-81-0Relevant articles and documents
Asymmetric Oxidative Dimerization of the Enolates of N-[Bis(methylthio)methylene]- and N-(Diphenylmethylene)glycine Esters
Alvarez-Ibarra, Carlos,Csák?, Aurelio G.,Colmenero, Belén,Quiroga, M. Luz
, p. 2478 - 2482 (1997)
The oxidative dimerization of glycinates 1 with iodine takes place under kinetic control. The stereochemistry of the resulting 3-aminoaspartate 3 depends on the method used (base/solvent) to generate the corresponding enolate 2. Under suitable conditions, high yields and diastereomeric excesses in favor of the threo derivatives 3-I, which have C2 symmetry, were obtained. In the presence of 8-phenylmenthol as chiral auxiliary (25, 3S)-3-aminoaspartic acid 5-I was synthesized.