SCHEDULED MAINTENANCE
A stereoselective synthesis of the natural promoting steroids, brassinolide, homobrassinolide, and typhasterol is described, which involves construction of a side chain by lactonisation of Z-(5) under acidic conditions to give an α,β-unsaturated δ-lactone (6) with the inversion of the configuration at C-22 of the epoxy steroid in quantitative yield.
Z. Wei-Shan, B. Jiang and X. Pan, J. Chem. Soc., Chem. Commun., 1989, 612 DOI: 10.1039/C39890000612
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