130930-11-9Relevant academic research and scientific papers
Photoinduced Molecular Transformations. Part 112.Transformation of Steroids into Ring-A-Aromatized Steroids and 19-Norsteroids involving a Regioselective β-Scission of Alkoxyl Radicals; Synthesis of Two Marine Natural Products, 19-Nor-5α-cholestan-3β-ol and 19-norcholest-4-en-3-one...
Suginome, Hiroshi,Senboku, Hisanori,Yamada, Shinji
, p. 2199 - 2205 (2007/10/02)
A new transformation of steroids into 19-norsteroids and ring-A-aromatized steroids is described.The transformation method involves the removal of the 10β-methyl group by a regioselective β-scission of alkoxyl radicals.Cholesterol was transformed into two marine natural products, 19-nor-5α-cholestan-3β-ol and 19-norcholest-4-en-3-one, and into 19-norcholesta-1,3,5(10)-trien-3-ol.Transformations of 3β-hydroxyandrost-5-en-17-one into 19-nortestosterone, estrone, and the related estranes are also described.
