A formal synthesis of the natural growth-promoting steroid brassinolide is described, which involves construction of (22R,23E)-24-methyl-5β-cholest-23-ene-3α,6α,22-trio by methylation of (24R) and (24S)-(22E)-24-phenylsulphinyl-5β-cholest-22-ene-3α,6α-diol followed by 1,3-sulphoxidehydroxy transposition.
W. Zhou and Z. Shen, J. Chem. Soc., Perkin Trans. 1, 1991, 2827 DOI: 10.1039/P19910002827
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