Collect. Czech. Chem. Commun.
1982, 47, 2423-2432
https://doi.org/10.1135/cccc19822423
Synthesis of 19-hydroxylated analogues of androstenedione and testosterone with the cyclopropane ring in 4,5-position
Jiří Joska and Jan Fajkoš
Institute of Organic Chemistry and Biochemistry, Czechoslovak Academy of Sciences, 166 10 Prague 6
Abstract
Synthesis of 19-hydroxylated analogues of androstenedione and testosterone carrying the cyclopropane ring in position 4β,5β is described. The starting allylic alcohol XIII was prepared by standard reactions from the epoxide I and transformed by Simmons-Smith methylenation to the cyclopropano derivative XXI. Hydrolyses and oxidations afforded the desired analogues XXIII and XXV.
