878560-03-3Relevant academic research and scientific papers
Enantioselective synthesis of epimeric cis-3-carboxycyclopentylglycines
Caputo, Francesco,Clerici, Francesca,Gelmi, Maria Luisa,Pellegrino, Sara,Pilati, Tullio
, p. 61 - 67 (2007/10/03)
Two epimeric chiral cyclopentylglycines (-)-16 and (+)-17, functionalised with a carboxy group cis to the amino acid group, were prepared starting from chiral 2-amino-3-oxo-norbornanecarboxylic acid derivative exo-9 by combining two classical reactions such as the Diels-Alder and retro-Claisen reactions. Compounds 16 and 17 are non-proteinogenic amino acids of biological interest containing conformational constraints in which the skeletons of both 2-aminoadipic acid and 2-aminopimelic acid are included.
