Zinc(II)-promoted stereospecific rearrangement of 17-hydroxy-20-oxopregnane derivatives
A new and highly efficient method for D-homo-rearrangements in the steroid field is described. The transformation is induced by the action of zinc(II) on different 17-hydroxy-20-oxopregnanes. With 17α-hydroxy-20-oxopregnanes the reaction afforded 17aα-hydroxy-17aβ-methyl-D-homo-derivatives while und...
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| Acceso en línea: | http://hdl.handle.net/20.500.12110/paper_14704358_v_n1_p163_Schor |
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todo:paper_14704358_v_n1_p163_Schor2023-10-03T16:17:38Z Zinc(II)-promoted stereospecific rearrangement of 17-hydroxy-20-oxopregnane derivatives Schor, L. Seldes, A.M. Gros, E.G. A new and highly efficient method for D-homo-rearrangements in the steroid field is described. The transformation is induced by the action of zinc(II) on different 17-hydroxy-20-oxopregnanes. With 17α-hydroxy-20-oxopregnanes the reaction afforded 17aα-hydroxy-17aβ-methyl-D-homo-derivatives while under the same conditions 17β-hydroxy-20-oxopregnanes gave the corresponding 17a-epimeric-D-homo-steroids. In both cases the rearrangement was stereospecif giving the corresponding products in almost quantitative yields. © 1990, The Royal Society of Chemistry. All rights reserved. Fil:Schor, L. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. Fil:Seldes, A.M. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. Fil:Gros, E.G. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. JOUR info:eu-repo/semantics/openAccess http://creativecommons.org/licenses/by/2.5/ar http://hdl.handle.net/20.500.12110/paper_14704358_v_n1_p163_Schor |
| institution |
Universidad de Buenos Aires |
| institution_str |
I-28 |
| repository_str |
R-134 |
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Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA) |
| description |
A new and highly efficient method for D-homo-rearrangements in the steroid field is described. The transformation is induced by the action of zinc(II) on different 17-hydroxy-20-oxopregnanes. With 17α-hydroxy-20-oxopregnanes the reaction afforded 17aα-hydroxy-17aβ-methyl-D-homo-derivatives while under the same conditions 17β-hydroxy-20-oxopregnanes gave the corresponding 17a-epimeric-D-homo-steroids. In both cases the rearrangement was stereospecif giving the corresponding products in almost quantitative yields. © 1990, The Royal Society of Chemistry. All rights reserved. |
| format |
JOUR |
| author |
Schor, L. Seldes, A.M. Gros, E.G. |
| spellingShingle |
Schor, L. Seldes, A.M. Gros, E.G. Zinc(II)-promoted stereospecific rearrangement of 17-hydroxy-20-oxopregnane derivatives |
| author_facet |
Schor, L. Seldes, A.M. Gros, E.G. |
| author_sort |
Schor, L. |
| title |
Zinc(II)-promoted stereospecific rearrangement of 17-hydroxy-20-oxopregnane derivatives |
| title_short |
Zinc(II)-promoted stereospecific rearrangement of 17-hydroxy-20-oxopregnane derivatives |
| title_full |
Zinc(II)-promoted stereospecific rearrangement of 17-hydroxy-20-oxopregnane derivatives |
| title_fullStr |
Zinc(II)-promoted stereospecific rearrangement of 17-hydroxy-20-oxopregnane derivatives |
| title_full_unstemmed |
Zinc(II)-promoted stereospecific rearrangement of 17-hydroxy-20-oxopregnane derivatives |
| title_sort |
zinc(ii)-promoted stereospecific rearrangement of 17-hydroxy-20-oxopregnane derivatives |
| url |
http://hdl.handle.net/20.500.12110/paper_14704358_v_n1_p163_Schor |
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AT schorl zinciipromotedstereospecificrearrangementof17hydroxy20oxopregnanederivatives AT seldesam zinciipromotedstereospecificrearrangementof17hydroxy20oxopregnanederivatives AT groseg zinciipromotedstereospecificrearrangementof17hydroxy20oxopregnanederivatives |
| _version_ |
1807320799087951872 |