Asymmetric synthesis of enantiomerically enriched (S)-α-aminopropionic acids containing heterocyclic side chains

Autor:	Satenik Mkrtchyan, Ashot S. Saghyan, Gnel M. Mkrtchyan, Anna F. Mkrtchyan, Satenik G. Petrosyan, Hayarpi M. Simonyan, Ashot Gevorgyan, Peter Langer, Ani S. Dadayan, Arpine V. Geolchanyan, Viktor O. Iaroshenko
Rok vydání:	2013
Předmět:	chemistry.chemical_classification Chiral auxiliary Stereochemistry Organic Chemistry Triazole Enantioselective synthesis Catalysis Amino acid Inorganic Chemistry chemistry.chemical_compound chemistry Dehydroalanine Side chain Physical and Theoretical Chemistry Thiazole Oxazole
Zdroj:	Tetrahedron: Asymmetry. 24:229-232
ISSN:	0957-4166
Popis:	The conjugate addition of S-, N- and O-heterocyclic nucleophiles to the C C bond of dehydroalanine, bonded as a Schiff’s base to the chiral auxiliary (S)-2-[N-(N′-benzylprolyl)amino]benzophenone in the coordination sphere of NiII, resulted in the asymmetric synthesis of novel (S)-α-aminopropionic acids containing a heterocyclic side chain, including imidazole, triazole, thiodiazole, thiazole and oxazole moieties (de 20–92%). After purification and cleavage of the metal complexes, the heterocyclic amino acids were isolated with high enantiomeric purity (ee >97%).
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::d14d264ad399ad96418d52847439fff0 https://doi.org/10.1016/j.tetasy.2013.01.014 Zobrazit plný text záznamu Full Text from ScienceDirect