Title of article
Ireland–Claisen rearrangement of steroidal Δ23-22-alcohols: an application to Δ22,25-24-alkyl steroid synthesis
Author/Authors
Khripach، نويسنده , , Vladimir A. and Zhabinskii، نويسنده , , Vladimir N. and Konstantinova، نويسنده , , Olga V. and Khripach، نويسنده , , Natalya B. Lazareva، نويسنده ,
Issue Information
هفته نامه با شماره پیاپی سال 2000
Pages
3
From page
5765
To page
5767
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 Δ22,25-24-alkyl steroid synthesis. The proposed approach is based on the Ireland–Claisen rearrangement of Δ23-22-alcohols followed by C-25 silylation of the formed ester and Peterson olefination as the final step.
Keywords
Ireland–Claisen rearrangement , steroids and sterols , silicon and compounds , Peterson olefination , 1 , 4-dienes
Journal title
Tetrahedron Letters
Serial Year
2000
Journal title
Tetrahedron Letters
Record number
1638292
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