79488-13-4Relevant academic research and scientific papers
Reactions of 5-Hydroxy-6-oxo Steroids. II. New Aromatization Reactions of Steroids
Szczepek, Wojciech J.,Gumulka, Jerzy,Jagodzinski, Jacek J.
, p. 165 - 172 (2007/10/02)
Reactions of 3β-acetoxy-5α-hydroxy-6-oxo steroids with hydrobromic, trichloroacetic, and perchloric acids are described.It has been established that in reactions with HBraq 1-methyl-A-aromatic compounds 2 are formed, whereas with CCl3COOH formation of 2 and A-aromatic derivatives 7 take place.Dienones 3, the tentative intermediates of aromatization process, arise in all the experiments.It has been noticed that CCl3COOH catalyze tha introduction of acetoxyl group at C-7 position with simultaneous lack of 5α-hydroxyl substituent (compounds 8a, 8c and 9c).
