Diastereoselective Alkylation of Chiral Glycinate Derivatives Containing the α-Phenylethyl Group



Document title: Diastereoselective Alkylation of Chiral Glycinate Derivatives Containing the α-Phenylethyl Group
Journal: Journal of the Mexican Chemical Society
Database: PERIÓDICA
System number: 000368008
ISSN: 1665-9686
Authors: 1
1
1
1
1
1
Institutions: 1Universidad Autónoma del Estado de Hidalgo, Area Académica de Química, Mineral de la Reforma, Hidalgo. México
Year:
Season: Jul-Sep
Volumen: 55
Number: 3
Country: México
Language: Inglés
Document type: Artículo
Approach: Experimental, aplicado
Spanish abstract Derivados quirales novedosos de glicinato (S)–6 y (S)–7 conteniendo el grupo α–feniletil fueron preparados y estudiados como precursores potenciales de α–aminoácidos α–sustituidos. En particular el auxiliar quiral N–(l–feniletil)benzamida mostró estereoinducción sustancial (78:22 dr) en la alquilación del enolato (S)–7–Li. La adición de DMPU no mostró un efecto apreciable en la diastereoselectividad
English abstract 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
Disciplines: Química
Keyword: Química orgánica,
Enolatos de litio,
Glicinato,
Alquilación diastereoselectiva,
Aminoácidos
Keyword: Chemistry,
Organic chemistry,
Lithium enolates,
Glycinate,
Diastereoselective alkylation,
Amino acids
Full text: Texto completo (Ver HTML)