Strategies and methods for the attachment of amino acids and peptides to chiral [n]polynorbornane templates.
A versatile synthesis of amino acid and peptide functionalised [n]polynorbornane scaffolds is described. The frameworks are constructed using the stereoselective and regioselective cycloaddition of suitably functionalised chiral cyclobutene epoxides with similar norbornenes. The strategies employed allow a range of topologies to be accessed and a number of regioselectively addressable linkage points to be accommodated.
Pfeffer
Frederick M
FM
Department of Chemistry, Trinity College Dublin, Dublin 2, Ireland. pfefferf@tcd.ie
Russell
Richard A
RA
D000596:Amino Acids / Q000737:chemistry*; D003500:Cyclization; D009636:Norbornanes / Q000737:chemistry*; D010455:Peptides / Q000737:chemistry*; D013237:Stereoisomerism
D000596:Amino Acids; D009636:Norbornanes; D010455:Peptides