81355-83-1Relevant academic research and scientific papers
Regioselectivity of the Reaction of 3-Keto Steroids with Potassium Superoxide
Alvarez, Enrique,Francisco, Cosme G.,Freire, Raimundo,Hernandez, Rosendo,Salazar, Jose A.,et al.
, p. 1523 - 1526 (2007/10/02)
The regioselectivity in the oxidation of different types of 3-keto steroids with potassium superoxide in the presence of 18-crown-6 has been investigated.In all cases, the reaction products are directly related to the enolization process of the substrates.The oxidation of a 2-enolate results in oxidative cleavage of ring A with loss of carbon monoxide to give the lactols (2) and (10) and aldehyde (8).However, the oxidation of 4-enolates occurs with oxidative cleavage of ring A to give the ketones (7) and (12), the latter with loss of carbon monoxide.
