Article ID Journal Published Year Pages File Type
2028518 Steroids 2011 10 Pages PDF
Abstract
► Numerous bioactive glycosteroids are characterized by aglycones bearing a 14β-hydroxy pregnane skeleton. ► We disclose in this report the use of Norrish type I-Prins reactions to synthesize 14β-hydroxy pregnane derivatives. ► 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. ► 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.
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Life Sciences Biochemistry, Genetics and Molecular Biology Biochemistry
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