Abstract
A new method for the preparation of a 1,4-diene system in the steroid side chain, providing the possibility of stereocontrol at C-3 has been described. Its usefulness has been examined for Δ 22,25-24-alkyl steroid synthesis. The proposed approach is based on the Ireland–Claisen rearrangement of Δ 23-22-alcohols followed by C-25 silylation of the formed ester and Peterson olefination as the final step.
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