Title
Synthesis of Chiral Scaffolds Based on Polyfunctional Cyclobutane β-Amino Acids
Author
Yaroslav Verkh, Ona illa, Rosa M. Ortuno
Year
2021
Journal
European Journal of Organic Chemistry
Abstract
Chiral scaffolds have been synthesized through selective transformations from conveniently protected cyclobutane β-amino acids. The obtained derivatives present additional functional groups, such as hydroxyl, carboxyl, or carbon-carbon triple bond, linked to the amino acid core through a flexible C1 or C2 alkyl fragment. The resultant molecules are highly versatile to be used as chiral precursors for the production of polyfunctional chemical platforms. These can be suitable for the synthesis of complex molecules, through condensation reactions, such as peptide coupling, dehydration between a carboxylic acid and an alcohol, or click chemistry. To illustrate some of these possibilities, two hybrid tripeptides have been prepared as examples of their synthetic potential.
Instrument
J-715
Keywords
chiral, Beta amino acids, hybrid tripeptides