Regioselective organocadmium alkylations of substituted quinones.
A series of substituted quinones was alkylated with diethylcadmium. Regiochemistry of addition shifted from quinol formation to conjugate addition as a function of the steric and electronic effects of the substituents.
Aponick
Aaron
A
Department of Chemistry, Lebanon Valley College, Annville, Pennsylvania 17003, USA.
Buzdygon
Ryan S
RS
Tomko
Robert J
RJ
Fazal
Aleem N
AN
Shughart
Ellen L
EL
McMaster
Danielle M
DM
Myers
Michael C
MC
Pitcock
William H
WH
Wigal
Carl T
CT
D000478:Alkylation; D002104:Cadmium / Q000737:chemistry; D009942:Organometallic Compounds / Q000737:chemistry; D011809:Quinones / Q000138:chemical synthesis* / Q000737:chemistry
D009942:Organometallic Compounds; D011809:Quinones; D002104:Cadmium