Collect. Czech. Chem. Commun.
1998, 63, 549-556
https://doi.org/10.1135/cccc19980549
Preparation of Steroid Olefins from Heptafluorobutyrates
Lucie Dalibová and Ladislav Kohout
Institute of Organic Chemistry and Biochemistry, Academy of Sciences of the Czech Republic,166 10 Prague 6, Czech Republic
Abstract
Steroids with hydroxyl group in positions 2, 3, 6, 7, 17 and 20 were esterified with heptafluorobutyric anhydride. The obtained esters on treatment with lithium bromide in N,N-dimethylacetamide in the presence of pyridinium tosylate afforded the corresponding olefins in high yields.
Keywords: Steroids; Heptafluorobutyrates; Elimination; Olefins; NMR spectroscopy; Solvolysis.
