Optimal TBHP allylic oxidation of Delta5-steroids catalyzed by dirhodium caprolactamate.
Dirhodium caprolactamate is the most efficient catalyst for the oxidation of Delta5-steroids to 7-keto-Delta5-steroids by 70% tert-butyl hydroperoxide in water (T-HYDRO). Isolated product yields range from 38 to 87%.
Choi
Hojae
H
Department of Chemistry and Biochemistry, University of Maryland, College Park, Maryland 20742, USA.
Doyle
Michael P
MP
D002209:Caprolactam / Q000031:analogs & derivatives* / Q000737:chemistry*; D002384:Catalysis; D009942:Organometallic Compounds / Q000737:chemistry*; D010084:Oxidation-Reduction; D012238:Rhodium / Q000737:chemistry*; D013256:Steroids / Q000737:chemistry*; D020122:tert-Butylhydroperoxide / Q000737:chemistry*
D009942:Organometallic Compounds; D013256:Steroids; C519140:bis(phenyl)dirhodium(III) caprolactamate; D002209:Caprolactam; D020122:tert-Butylhydroperoxide; D012238:Rhodium