Diastereoselective alkylation of chiral glycinate derivatives containing the a-phenylethyl group.
Tapia Benavides, Antonio Rafael
2011
Rodríguez-Garnica Cristina, López-Ruiz Heraclio,* Rojas-Lima Susana, Álvarez-Hernández Alejandro, Tapia-Benavides Rafael, García-López María Concepción. Diastereoselective alkylation of chiral glycinate derivatives containing the ?-phenylethyl group. Journal of the Mexican Chemical Society, 55(3), 148-153. (2011)
Abstract
Novel chiral glycinate derivatives (S)-6 and (S)-7 containing the a-phenylethyl group, were prepared and studied as potential precursors of enantiopure a-substituted-a-amino acids. In particular, the alkylation of enolate (S)-7-Li showed substantial (78:22 dr)stereoinduction by the N-(1-phenylethyl)benzamide chiral auxiliary.Addition of DMPU showed no appreciable effect upon the diastereoselectivity.
Related articles
1,4,7,8-Triazaborabicyclooctanesfirst examples of new boron heterocycles [1,2]
Synthesis of Zn compounds derived from 1H-benzimidazole-2-ylmethanamine
Synthesis and structural studies of new N-(p-toluenesulfonyl)amino acid o-phenolamides
Structural studies of spiroarsoranes derived from 2-aminophenols
ChemInform Abstract: Syntheses of N-Substituted 2,5-Piperazindiones.
Synthesis of Zn compounds derived from 1H-benzimidazole-2-ylmethanamine
Synthesis and structural studies of new N-(p-toluenesulfonyl)amino acid o-phenolamides