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:
Zdroj: Synthesis. 2006:2013-2018
ISSN: 1437-210X
0039-7881
DOI: 10.1055/s-2006-942401
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