Convergent approach to (E)-alkene and cyclopropane peptide isosteres.
Trisubstituted (E)-alkene isosteres (TEADIs) and novel cyclopropane amide bond isosteres (CPDIs) were synthesized by aldimine addition and three-component aldimine addition-cyclopropanation methodologies, respectively. These new peptide mimetics can serve as beta-turn promoters.
Wipf
Peter
P
Department of Chemistry and Center for Chemical Methodologies & Library Development, University of Pittsburgh, Pittsburgh, Pennsylvania 15260, USA. pwipf@pitt.edu
Xiao
Jingbo
J
D000475:Alkenes / Q000737:chemistry*; D003521:Cyclopropanes / Q000737:chemistry*; D008958:Models, Molecular; D015394:Molecular Structure; D010455:Peptides / Q000737:chemistry*; D014961:X-Ray Diffraction
D000475:Alkenes; D003521:Cyclopropanes; D010455:Peptides