A regioselective cyanohydration of steroidal 17-ketones and the configuration of the resulted cyanohydrins.
Cyanohydration of some 17-keto steroids with 4-en-3-one or 1,4-dien-3-one unit showed high regioselectivity to give 17-cyanohydrins with high yields when the reaction was carried out under acetone cyanohydrin/K2CO3 in aq. MeOH. The crystal X-ray exhibited the configuration of resulted cyanohydrins were depended on the structure of substrates.
Zhang
Bei Na
BN
Department of Medicinal Chemistry, Pharmacy School, Fudan University, Shanghai 200032, China.
Chen
Min Qin
MQ
Chen
Ying
Y
Zhang
Qian
Q
Xia
Peng
P
D007659:Ketones / Q000737:chemistry*; D008958:Models, Molecular; D009570:Nitriles / Q000737:chemistry*; D013237:Stereoisomerism; D013256:Steroids / Q000737:chemistry*; D014961:X-Ray Diffraction
D007659:Ketones; D009570:Nitriles; D013256:Steroids; C430593:cyanohydrin