Catalytic hydrogenation of phosphate enol esters present in branched chain dienepyranosides in a route to thromboxane analogs from d-galactose
Branched-chain conjugated dienepyranosides including vinyl phosphate esters were subjected to catalytic hydrogenation under different conditions. Heterogeneous catalysts led to isomerization products that were resistant to further hydrogenation. On the other hand, under homogeneous conditions, compl...
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| Formato: | JOUR |
| Acceso en línea: | http://hdl.handle.net/20.500.12110/paper_07328303_v18_n1_p15_Moradei |
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todo:paper_07328303_v18_n1_p15_Moradei2023-10-03T15:37:30Z Catalytic hydrogenation of phosphate enol esters present in branched chain dienepyranosides in a route to thromboxane analogs from d-galactose Moradei, O. Du Mortier, C.M. Cirelli, A.F. Thiem, J. Branched-chain conjugated dienepyranosides including vinyl phosphate esters were subjected to catalytic hydrogenation under different conditions. Heterogeneous catalysts led to isomerization products that were resistant to further hydrogenation. On the other hand, under homogeneous conditions, complete stereoselective hydrogenation was achieved. Methyl 2,4-dideoxy-3-O-diethoxyphosphoryl-4-C-[(methoxycarbonyl)methyl]-α-D-ribo- hexopyranoside (6b), a potential precursor of thromboxane analogs, was obtained. Fil:Moradei, O. 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_07328303_v18_n1_p15_Moradei |
| 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 |
Branched-chain conjugated dienepyranosides including vinyl phosphate esters were subjected to catalytic hydrogenation under different conditions. Heterogeneous catalysts led to isomerization products that were resistant to further hydrogenation. On the other hand, under homogeneous conditions, complete stereoselective hydrogenation was achieved. Methyl 2,4-dideoxy-3-O-diethoxyphosphoryl-4-C-[(methoxycarbonyl)methyl]-α-D-ribo- hexopyranoside (6b), a potential precursor of thromboxane analogs, was obtained. |
| format |
JOUR |
| author |
Moradei, O. Du Mortier, C.M. Cirelli, A.F. Thiem, J. |
| spellingShingle |
Moradei, O. Du Mortier, C.M. Cirelli, A.F. Thiem, J. Catalytic hydrogenation of phosphate enol esters present in branched chain dienepyranosides in a route to thromboxane analogs from d-galactose |
| author_facet |
Moradei, O. Du Mortier, C.M. Cirelli, A.F. Thiem, J. |
| author_sort |
Moradei, O. |
| title |
Catalytic hydrogenation of phosphate enol esters present in branched chain dienepyranosides in a route to thromboxane analogs from d-galactose |
| title_short |
Catalytic hydrogenation of phosphate enol esters present in branched chain dienepyranosides in a route to thromboxane analogs from d-galactose |
| title_full |
Catalytic hydrogenation of phosphate enol esters present in branched chain dienepyranosides in a route to thromboxane analogs from d-galactose |
| title_fullStr |
Catalytic hydrogenation of phosphate enol esters present in branched chain dienepyranosides in a route to thromboxane analogs from d-galactose |
| title_full_unstemmed |
Catalytic hydrogenation of phosphate enol esters present in branched chain dienepyranosides in a route to thromboxane analogs from d-galactose |
| title_sort |
catalytic hydrogenation of phosphate enol esters present in branched chain dienepyranosides in a route to thromboxane analogs from d-galactose |
| url |
http://hdl.handle.net/20.500.12110/paper_07328303_v18_n1_p15_Moradei |
| work_keys_str_mv |
AT moradeio catalytichydrogenationofphosphateenolesterspresentinbranchedchaindienepyranosidesinaroutetothromboxaneanalogsfromdgalactose AT dumortiercm catalytichydrogenationofphosphateenolesterspresentinbranchedchaindienepyranosidesinaroutetothromboxaneanalogsfromdgalactose AT cirelliaf catalytichydrogenationofphosphateenolesterspresentinbranchedchaindienepyranosidesinaroutetothromboxaneanalogsfromdgalactose AT thiemj catalytichydrogenationofphosphateenolesterspresentinbranchedchaindienepyranosidesinaroutetothromboxaneanalogsfromdgalactose |
| _version_ |
1807319587824336896 |