The stereochemistry of the Grignard reaction of steroidal 4,5-epoxy-3-ketones.
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.
Uyanik
Cavit
C
Department of Chemistry, Kocaeli University, Izmit 41300, Kocaeli, Turkey. cuyanik@kou.edu.tr
Malay
Aslihan
A
Ayna
Azra S
AS
Hanson
James R
JR
Hitchcock
Peter B
PB
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
D001965:Bromides; D007202:Indicators and Reagents; D007659:Ketones; D009942:Organometallic Compounds; D013256:Steroids; D008274:Magnesium