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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| Formato: | JOUR |
| Acceso en línea: | http://hdl.handle.net/20.500.12110/paper_14727781_v_n9_p1089_Nicoletti |
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todo:paper_14727781_v_n9_p1089_Nicoletti2023-10-03T16:18:00Z Simple synthetic approach to 6-oxa steroids. Synthesis of 6-oxa-5β-pregnane-3,20-dione Nicoletti, D. Ghini, A.A. Brachet-Cota, A.L. Burton, G. 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. JOUR info:eu-repo/semantics/openAccess http://creativecommons.org/licenses/by/2.5/ar http://hdl.handle.net/20.500.12110/paper_14727781_v_n9_p1089_Nicoletti |
| institution |
Universidad de Buenos Aires |
| institution_str |
I-28 |
| repository_str |
R-134 |
| collection |
Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA) |
| description |
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. |
| format |
JOUR |
| author |
Nicoletti, D. Ghini, A.A. Brachet-Cota, A.L. Burton, G. |
| spellingShingle |
Nicoletti, D. Ghini, A.A. Brachet-Cota, A.L. Burton, G. Simple synthetic approach to 6-oxa steroids. Synthesis of 6-oxa-5β-pregnane-3,20-dione |
| author_facet |
Nicoletti, D. Ghini, A.A. Brachet-Cota, A.L. Burton, G. |
| author_sort |
Nicoletti, D. |
| title |
Simple synthetic approach to 6-oxa steroids. Synthesis of 6-oxa-5β-pregnane-3,20-dione |
| title_short |
Simple synthetic approach to 6-oxa steroids. Synthesis of 6-oxa-5β-pregnane-3,20-dione |
| title_full |
Simple synthetic approach to 6-oxa steroids. Synthesis of 6-oxa-5β-pregnane-3,20-dione |
| title_fullStr |
Simple synthetic approach to 6-oxa steroids. Synthesis of 6-oxa-5β-pregnane-3,20-dione |
| title_full_unstemmed |
Simple synthetic approach to 6-oxa steroids. Synthesis of 6-oxa-5β-pregnane-3,20-dione |
| title_sort |
simple synthetic approach to 6-oxa steroids. synthesis of 6-oxa-5β-pregnane-3,20-dione |
| url |
http://hdl.handle.net/20.500.12110/paper_14727781_v_n9_p1089_Nicoletti |
| work_keys_str_mv |
AT nicolettid simplesyntheticapproachto6oxasteroidssynthesisof6oxa5bpregnane320dione AT ghiniaa simplesyntheticapproachto6oxasteroidssynthesisof6oxa5bpregnane320dione AT brachetcotaal simplesyntheticapproachto6oxasteroidssynthesisof6oxa5bpregnane320dione AT burtong simplesyntheticapproachto6oxasteroidssynthesisof6oxa5bpregnane320dione |
| _version_ |
1807324610399567872 |