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Acid‐Initiated Stereospecific Polymerization of Isocyanopeptides
Author(s) -
Metselaar Gerald A.,
Cornelissen Jeroen J. L. M.,
Rowan Alan E.,
Nolte Roeland J. M.
Publication year - 2005
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.200462417
Subject(s) - stereospecificity , polymerization , twist , chemistry , dipeptide , amino acid , polymer chemistry , combinatorial chemistry , catalysis , organic chemistry , biochemistry , polymer , mathematics , geometry
Recognition with a twist : The acid‐initiated polymerization of dipeptide‐derived isocyanides (see scheme) is found to be an exceptionally stereospecific process that requires a helical template. The reaction is very sensitive to the acid concentration. At high acid concentrations, the template is destroyed and a competing cyclization reaction becomes predominant.