Abstract tert ‐Butyl hydroperoxide catalyzed by ( meso ‐5,10,15,20‐tetramesitylporphyrinate)osmium(II) carbonyl [Os(TMP)CO] was shown to be an efficient, versatile oxyfunctionalization system for the methyl ester peracetate derivatives of a series of common, natural (5β)‐bile acids. Hydroxylation at C‐5 and C‐14, ketonization at C‐15 and C‐16, and isomerization at C‐5 and C‐14 in the nucleus were all attained in one step. Factors governing the regioselectivity as well as the mechanism of formation of these compounds are discussed.(© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2007)
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Ogawa et al. (2007) studied this question.
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