Preparation and carbon‐13 NMR study of 3‐ and 20‐methylene analogues of steroid hormones
20‐Methylpregna‐4,20‐dien‐3‐one and the corresponding 17α‐hydroxy, 20‐hydroxymethyl and 17α‐hydroxy‐20‐hydroxymethyl derivatives were prepared from the 20‐keto compounds by Wittig reaction or a modified Simmons‐Smith reaction. The 13C NMR spectra of these steroids and of 3‐methylene derivatives are...
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| Autores principales: | , |
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| Formato: | JOUR |
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| Acceso en línea: | http://hdl.handle.net/20.500.12110/paper_07491581_v26_n11_p963_Gonzalez |
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| Sumario: | 20‐Methylpregna‐4,20‐dien‐3‐one and the corresponding 17α‐hydroxy, 20‐hydroxymethyl and 17α‐hydroxy‐20‐hydroxymethyl derivatives were prepared from the 20‐keto compounds by Wittig reaction or a modified Simmons‐Smith reaction. The 13C NMR spectra of these steroids and of 3‐methylene derivatives are analysed. Solvent effects produced by addition of methanol‐d4 in the spectra of the 20‐methylene steroids are correlated with intramolecular hydrogen bonding in the corresponding 20‐ketosteroids. Copyright © 1988 John Wiley & Sons, Ltd. |
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