The Epimerization of Chiral α-Amino Acids by 2-Hydroxy-2-methyl-1-tetra­lone Template - The Synthesis, Conditions and Mechanism of Isomerization

Autor:	Milan Hutta, Andrej Boháč, Marek Pažický, Arlette Solladié-Cavallo, Marta Sališová, Gabriela Addová, Boris Gášpár
Rok vydání:	2006
Předmět:	chemistry.chemical_classification biology Stereochemistry Organic Chemistry Diastereomer biology.organism_classification Catalysis Amino acid chemistry.chemical_compound chemistry Tetralone Tetra Epimer Enantiomer Enantiomeric excess Isomerization
Zdroj:	Synthesis. 2006:2013-2018
ISSN:	1437-210X 0039-7881
Popis:	Synthesis and epimerization studies of iminolactones prepared via reaction of 2-hydroxy-2-methyl-l-tetralone and methyl alaninate or phenylalaninate are described. The stereochemistry and mechanism of epimerization was studied and explained. The enantiomeric purity of the tetralone template is fully transformed to enantiomeric excess of all diastereomeric products. Deracemization of unnatural α-amino acids is considered.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::58f38f6c4c12ecbce78f9d1b35368184 https://doi.org/10.1055/s-2006-942401 Zobrazit plný text záznamu