Synthesis of 5-amino-oxazole-4-carboxylates from alpha-chloroglycinates.
Aluminum-based Lewis acids are effective promoters of the condensation of alpha-chloroglycinates with isonitriles or with cyanide ion, leading to the formation of 5-amino-oxazoles.
Zhang
Jianmin
J
Department of Chemistry, University of British Columbia, 2036 Main Mall, Vancouver, BC V6T 1Z1, Canada.
Coqueron
Pierre-Yves
PY
Vors
Jean-Pierre
JP
Ciufolini
Marco A
MA
D000535:Aluminum / Q000737:chemistry; D000588:Amines / Q000138:chemical synthesis* / Q000737:chemistry; D002264:Carboxylic Acids / Q000138:chemical synthesis* / Q000737:chemistry; D020650:Combinatorial Chemistry Techniques; D004952:Esters; D005998:Glycine / Q000031:analogs & derivatives* / Q000737:chemistry*; D006843:Hydrocarbons, Chlorinated / Q000737:chemistry*; D058116:Lewis Acids / Q000737:chemistry; D015394:Molecular Structure; D009570:Nitriles / Q000737:chemistry; D010080:Oxazoles / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
D000588:Amines; D002264:Carboxylic Acids; D004952:Esters; D006843:Hydrocarbons, Chlorinated; D058116:Lewis Acids; D009570:Nitriles; D010080:Oxazoles; D000535:Aluminum; D005998:Glycine