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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| Autores principales: | , , |
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| Formato: | JOUR |
| Acceso en línea: | http://hdl.handle.net/20.500.12110/paper_14704358_v_n1_p163_Schor |
| Aporte de: |
| Sumario: | 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. |
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