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13 C NMR spectroscopic study of the rearrangement of 16β‐hydroxy‐17‐oxo steroids to 17β‐hydroxy‐16‐oxo isomers
Author(s) -
Doller Darío,
Gros Eduardo G.
Publication year - 1988
Publication title -
magnetic resonance in chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.483
H-Index - 72
eISSN - 1097-458X
pISSN - 0749-1581
DOI - 10.1002/mrc.1260260702
Subject(s) - chemistry , intramolecular force , hydride , nuclear magnetic resonance spectroscopy , spectroscopy , medicinal chemistry , spectral line , stereochemistry , organic chemistry , hydrogen , physics , quantum mechanics , astronomy
Abstract The acid‐catalysed rearrangement of 3β, 16β‐dihydroxyandrost‐5‐en‐17‐one to 3β, 17β‐dihydroxyandrost‐5‐en‐16‐one was studied by 13 C NMR spectroscopy. The spectra indicated that the reaction is produced by an intramolecular 1, 2‐shift of hydride from C‐16α to C‐17α.