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Imidazolones in Diastereoselective Cyclization Reactions and Cu II ‐Catalysed Cross‐Coupling Reactions
Author(s) -
Diness Frederik,
Meldal Morten
Publication year - 2009
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.200900633
Subject(s) - electrophile , chemistry , aldehyde , nucleophile , combinatorial chemistry , block (permutation group theory) , organic chemistry , electrophilic substitution , catalysis , mathematics , geometry
EASCy : Imidazolones have been synthesized from small peptides and an amino aldehyde building block. Under strongly acidic conditions the imidazolones acted as electrophiles or as nucleophiles in diastereoselective electrophilic aromatic substitution cyclization (EASCy) reactions yielding crude products with purities of 76–99 %. The imidazolones also underwent Cu II ‐catalysed N 2/5 ‐arylation generating highly pure amino acid derived heterocyclic scaffolds.