A new steroid aromatization rearrangement involving inversion of sidechain configuration |
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Authors: | J Meney Young-ho Kim R Stevenson TN Margulis |
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Institution: | Department of Chemistry, Brandeis University, Waltham, Massachusetts 02154 U.S.A.;Department of Chemistry, University of Massachusetts, Boston, Massachusetts 02116 U.S.A. |
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Abstract: | The bile acid, cholic acid, has been transformed into 3α-hydroxy-12-methyl-18-nor-5β, 17α-chola-8,11,13-trien-24-oic acid. The constitution of this novel type of steroid (benzenoid C-ring with 17α-sidechain) has been supported by chemical degradation, and confirmed by crystal structure analysis of the methyl ester iodoacetate derivative. |
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