@article{oai:kanazawa-u.repo.nii.ac.jp:00013512,
 author = {Yoshioka, Kouichi and Goto, Giichi and Mabuchi, Hiroshi and Hiraga, Kentaro and Miki, Takuichi},
 issue = {12},
 journal = {Chemical & pharmaceutical bulletin},
 month = {Dec},
 note = {The mixture of enol acetates (II and III) of 16-acetyl-estrone-3-methyl ether underwent hydrogenolysis under high pressure (100kg/cm^2) of hydrogen in the presence of Raney Ni to form the 16β-ethyl-17β-ol compound (X) in high yield. The mechanism of hydrogenolysis was discussed. This facile and stereoselective introduction of 16β-ethyl and 17β-hydroxy groups was applied to the synthesis of 16β-ethyl-19-nortestosterone (TSAA-291,XIX), which shows strong antiandrogenic activity., 金沢大学大学院医学系研究科},
 pages = {3203--3207},
 title = {Studies on Antiandrogenic Agents. Synthesis of 16β-Ethyl-19-nortestosterone},
 volume = {23},
 year = {1975}
}