A new procedure for the construction of the 20-hydroxyecdysone-type side chain starting from 20-oxopregnane is described. The stereoselective reduction of the lactone (15) as a key reaction to give the δ-lactone (17) and the γ-lactone (18), under various conditions has also been investigated. A stereoselective synthesis of (20R,22R)-5α-cholestane-3β,20,22,25-tetraol (20) is described.
T. Kametani, M. Tsubuki, H. Furuyama and T. Honda, J. Chem. Soc., Perkin Trans. 1, 1985, 557 DOI: 10.1039/P19850000557
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