Synthetic catalysis of amide isomerization.
Rotation about the C-N bond in amides can be catalyzed by Bronsted and Lewis acids, as well as nucleophiles and bases. Catalysis of amide isomerization occurs in biological systems via "rotamase" enzymes; however, the mechanisms by which these proteins operate are not completely understood. We outline investigations that provide experimental support for mechanisms believed to be feasible for the catalysis of amide isomerization and present practical applications that have resulted from this work.
Cox
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Department of Chemistry, Johns Hopkins University, 3400 North Charles Street, Baltimore, Maryland 21218, USA.
Lectka
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D000577:Amides / Q000737:chemistry*; D002384:Catalysis; D007536:Isomerism; D008670:Metals / Q000737:chemistry
D000577:Amides; D008670:Metals