Diastereoselective alkylation of chiral glycinate derivatives containing the ?-phenylethyl group.
Rojas Lima, Susana
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
The Structural Chemistry of N-Monolithium Borazines
Structural studies of spiroarsoranes derived from 2-aminophenols
Diastereomeric C-glycosyloxanthrones from picramnia antidesma
X-ray crystallographic study of neutral boron chelates with ?-diketones and tropolone
Diastereoselective Synthesis of Spiro-?-lactams via Staudinger Reaction