Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
2028518 | Steroids | 2011 | 10 Pages |
Abstract
⺠Numerous bioactive glycosteroids are characterized by aglycones bearing a 14β-hydroxy pregnane skeleton. ⺠We disclose in this report the use of Norrish type I-Prins reactions to synthesize 14β-hydroxy pregnane derivatives. ⺠These studies showed that the A/B ring junction has little influence on the Norrish type I-Prins reaction but that the substitution pattern at position 20 is important. ⺠The presence of a dioxolane group induced not only the formation of the desired 14β-hydroxy pregnane derivatives in the highest yields but also the formation of new spiro derivatives.
Related Topics
Life Sciences
Biochemistry, Genetics and Molecular Biology
Biochemistry
Authors
Philippe Geoffroy, Blandine Ressault, Eric Marchioni, Michel Miesch,