Simple synthetic approach to 6-oxa steroids. Synthesis of 6-oxa-5β-pregnane-3,20-dione
A two-step synthesis of 19-functionalized 6-oxapregnanes from a 5α,6β-dihydroxypregnane is described. Deoxygenation at C-19 afforded a 6-oxapregnane, which was converted into 6-oxa-5β-pregnane-3,20-dione 7. An insight into the mechanism of formation of the key intermediate, a 5,6-secosteroid, via a...
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| Autores principales: | , , , |
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| Formato: | JOUR |
| Acceso en línea: | http://hdl.handle.net/20.500.12110/paper_14727781_v_n9_p1089_Nicoletti |
| Aporte de: |
| Sumario: | A two-step synthesis of 19-functionalized 6-oxapregnanes from a 5α,6β-dihydroxypregnane is described. Deoxygenation at C-19 afforded a 6-oxapregnane, which was converted into 6-oxa-5β-pregnane-3,20-dione 7. An insight into the mechanism of formation of the key intermediate, a 5,6-secosteroid, via a hypoiodite type reaction is also given. |
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