The Journal of Organic Chemistry · 2000 · 89 citations · 9 references
Natural SciencesBiochemistryChemistryNatural Product BiosynthesisOrganic ChemistrySynthetic Medicinal ChemistryHeterocycle SynthesisOrganic SynthesisPeptide Bond ChemistryPeptide ChemistryRetrosynthetic AnalysisRing-opening PolymerizationCyclic PeptidesCyclized PeptidesPeptide Coupling ReactionsPeptide Coupling ReagentsPeptide CyclizationPeptide MacrocyclizationRing-closing MetathesisRing-forming Reactions
The synthesis of a series of "amide to amide" cyclized peptides by ring-closing metathesis (RCM) as well as a convenient synthesis for the linear precursors is described. In addition, the influence of the length of the alkene substituents and the influence of the peptide sequence is investigated, leading to a set of general rules to obtain "amide to amide" cyclized peptides by RCM.
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Backbone cyclization: A new method for conferring conformational constraint on peptides
Chaim Gilon, David Halle, Michael Chorev et al. · Biopolymers · 1991 · 205 citations
Horst Kessler, Rainer Gratias, Marion Gurrath et al. · Pure and Applied Chemistry · 1996 · 98 citations · Full text