SCHEDULED MAINTENANCE
Addition of the elements of hypobromous acid to the Δ22-bond of the title compound(II) gives rise, after cyclisation, to the (22S)-epoxide (IIIa) in a highly selective manner. The two major bromohydrin intermediates have been shown to be the 23-bromo-22(S)-hydroxy- and 22(R)-bromo-23-hydroxy-isomers. A third, minor bromohydrin has the 23-bromo-22(R)-hydroxy-structure.
J. P. Poyser, F. de Reinach Hirtzbach and G. Ourisson, J. Chem. Soc., Perkin Trans. 1, 1974, 378 DOI: 10.1039/P19740000378
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