The diverse chemistry of oxazol-5-(4H)-ones.
The assembly of structurally diverse scaffolds via substrate controlled diversity oriented synthesis (DOS) has proven to be an effective tool in the discovery of novel biologically important compounds. This tutorial review aims to summarize some of the more recent applications of oxazolones as a general template for the stereoselective syntheses of amino acids and heterocyclic scaffolds. A brief introduction covers a short history, nomenclature and general reactivity of oxazolones. The main body of this tutorial review highlights several applications of oxazolones as starting blocks for the diverse and stereoselective synthesis of amino acids, oxazoles, beta-lactams, pyrroles, imidazolines, pyrrolines, and imidazoles.
Fisk
Jason S
JS
Department of Chemistry, Michigan State University, East Lansing, MI 48823, USA.
Mosey
Robert A
RA
Tepe
Jetze J
JJ
D000596:Amino Acids / Q000138:chemical synthesis*; D001393:Azoles / Q000138:chemical synthesis*; D010081:Oxazolone / Q000737:chemistry*
D000596:Amino Acids; D001393:Azoles; D010081:Oxazolone