title: The stereochemistry of the Grignard reaction of steroidal 4,5-epoxy-3-ketones.
abstract: The stereochemistry of the addition of methylmagnesium bromide to a steroidal 4,5-epoxy-3-ketone has been shown to be determined by the stereochemistry of the epoxide. The epoxidation to the corresponding 3-alkyl-3-hydroxy-4-enes by per-acid was determined by the stereochemistry of the allylic alcohol.
authors.affiliation: Department of Chemistry, Kocaeli University, Izmit 41300, Kocaeli, Turkey. cuyanik@kou.edu.tr
authors.forename: Cavit
authors.initials: C
authors.lastname: Uyanik
authors.forename: Aslihan
authors.initials: A
authors.lastname: Malay
authors.forename: Azra S
authors.initials: AS
authors.lastname: Ayna
authors.forename: James R
authors.initials: JR
authors.lastname: Hanson
authors.forename: Peter B
authors.initials: PB
authors.lastname: Hitchcock
mesh_terms: D001965:Bromides / Q000737:chemistry; D018360:Crystallography, X-Ray; D007202:Indicators and Reagents / Q000737:chemistry; D007659:Ketones / Q000138:chemical synthesis* / Q000737:chemistry; D008274:Magnesium / Q000737:chemistry; D008958:Models, Molecular; D009942:Organometallic Compounds / Q000737:chemistry*; D013237:Stereoisomerism; D013256:Steroids / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D001965:Bromides; D007202:Indicators and Reagents; D007659:Ketones; D009942:Organometallic Compounds; D013256:Steroids; D008274:Magnesium