Epoxides and aziridines from diazoacetates via ylide intermediates.
An effective methodology is reported for stereospecific epoxidation and aziridination via carbonyl ylide intermediates using rhodium(II) acetate catalyzed reactions of phenyl- and styryldiazoacetates with aldehydes, ketones, or imines.
Department of Chemistry, University of Arizona, Tucson, Arizona 85721, USA. mdoyle@u.arizona.edu
M P
MP
Doyle
W
W
Hu
D J
DJ
Timmons
D000085:Acetates / Q000737:chemistry*; D001388:Aziridines / Q000138:chemical synthesis* / Q000737:chemistry; D001391:Azo Compounds / Q000737:chemistry*; D004852:Epoxy Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D007202:Indicators and Reagents; D008958:Models, Molecular; D008968:Molecular Conformation; D015394:Molecular Structure; D013237:Stereoisomerism
D000085:Acetates; D001388:Aziridines; D001391:Azo Compounds; D004852:Epoxy Compounds; D007202:Indicators and Reagents