Lead tetraacetate-iodine oxidation of 23-spirostanols |
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| Authors: | Izabella Jastrz?bska Urszula Trochimowicz |
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| Affiliation: | Institute of Chemistry, University of Bialystok, al. Pilsudskiego 11/4, 15-443 Bialystok, Poland |
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| Abstract: | Reactions of 23R- and 23S-23-spirostanols in the 25R and 25S series with lead tetraacetate-iodine were studied. The reactions carried out at low temperature afforded d-seco-iododialdehydes and C22 lactones, while similar reactions performed in refluxing tetrachloromethane yielded 20-chlorolactones and their 21-acetoxy derivatives irrespective of the hydroxyl group configuration at C-23. The reaction mechanisms are discussed. |
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| Keywords: | Lead tetraacetate Oxidation Spirostanes Steroids |
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