Abstract
A stereoselective synthesis of the brassinolide side chain involves the lactonization of Z- 10 under acidic condition to give an α,β-unsa-turated-δ-lactone 11 with the inversion of the configuration at C-22 of the epoxy steroid in quantitative yield. The 22R,23R,24S-γ-hydroxy-δ-lactone 14 was used as key intermediate for the syntheses of brassinolide( 1), homobrassinolide( 2), and typhasterol( 4) as well as the side chain of the dolicholide( 3).
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