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A New Approach to the Efficient Method for the Asymmetric Synthesis of (S)-O-, M-, P-Fluorophenylalanines and Their 2-Methyl-substituted Analogs
Authors:Ashot S Saghiyan  Satenik G Petrosyan  Luiza L Manasyan  Slavik A Dadayan  Arpine V Geolchanyan  Henry A Panosyan
Institution:1. Chemistry Department , Yerevan State University , Yerevan, Armeniasaghiyan@netsys.am;3. Chemistry Department , Yerevan State University , Yerevan, Armenia;4. Molecular Structure Research Center of National Academic of Sciences , Yerevan, Armenia
Abstract: id=

Abstract

The reactions of asymmetric C-alkylation of glycine and alanine in NiII complexes of their Schiff's bases with modified chiral auxiliaries (S)-2-N-(N′-2-chlorobenzylprolyl)amino]benzophenone and (S)-2-N-N′-(3,4-dimethylbenzylprolyl)amino]benzophenone by fluorine-substituted benzyl halogenides have been studied. As a result, a highly stereoselective and relatively rapid method for the asymmetric synthesis of (S)-o-, m-, p-fluorophenylalanines and their 2-methyl substituted analogs has been developed.
Keywords:Asymmetric synthesis  c-alkylation  chiral NiII complex  fluorophenylalanine
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