Abstract

RODRIGUEZ-GARNICA, Cristina et al. Diastereoselective Alkylation of Chiral Glycinate Derivatives Containing the α-Phenylethyl Group. J. Mex. Chem. Soc [online]. 2011, vol.55, n.3, pp.148-153. ISSN 1870-249X.

Novel chiral glycinate derivatives (S)-6 and (S)-7 containing the α-phenylethyl group, were prepared and studied as potential precursors of enantiopure α-substituted-α-amino acids. In particular, the alkylation of enolate (S)-7-Li showed substantial (78:22 dr) stereoinduction by the N-(l-phenylethyl)benzamide chiral auxiliary. Addition of DMPU showed no appreciable effect upon the diastereoselectivity.

Keywords : Alkylation; diastereoselective; enantioselective; lithium enolates; glycinate; amino acids.

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