Photoinduced electron-transfer α-deoxygenation of aldonolactones. Efficient synthesis of 2-deoxy-d-arabino-hexono-1,4-lactone
A photoinduced electron-transfer (PET) reaction was used for the deoxygenation at C-2 of aldonolactones derivatized as 2-O-[3-(trifluoromethyl)benzoyl] or benzoyl esters. By irradiation of different d-galactono- and d-glucono-1,4-derivatives, with a 450 W lamp, using 9-methylcarbazole as photosensit...
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2006
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| Acceso en línea: | https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_00086215_v341_n11_p1788_Bordoni http://hdl.handle.net/20.500.12110/paper_00086215_v341_n11_p1788_Bordoni |
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paper:paper_00086215_v341_n11_p1788_Bordoni2023-06-08T14:32:51Z Photoinduced electron-transfer α-deoxygenation of aldonolactones. Efficient synthesis of 2-deoxy-d-arabino-hexono-1,4-lactone Bordoni, Andrea Verónica Muchnik de Lederkremer, Rosa María Marino, María Carla 2-Deoxy-d-arabino-1,4-lactone 2-Deoxy-d-lyxono-1,4-lactone Aldonolactone photodeoxygenation Deoxy sugars Charge transfer Irradiation Photosensitizers Reaction kinetics Synthesis (chemical) 2-Deoxy-d-arabino-1,4-lactone 2-Deoxy-d-lyxono-1,4-lactone Aldonolactone photodeoxygenation Deoxy sugars Electrons 2 deoxy 3 o [3 (trifluoromethyl)benzoyl] dextro arabinohexono 1,4 lactone 2 deoxy 3,5,6 tri o [(3 trifluoromethyl)benzoyl] dextro arabinohexono 1,4 lactone 2 deoxy 6 o [(3 trifluoromethyl)benzoyl] dextro arabinohexono 1,4 lactone 2 deoxy dextro arabinohexono 1,4 lactone 2 o [3 (trifluoromethyl)benzoyl] dextro glucono 1,4 lactone 2 o benzoyl dextro glucono 1,4 lactone 2,3 di o [3 (trifluoromethyl)benzoyl] dextro glucono 1,4 lactone 2,3,5,6 tetra o [3 (trifluoromethyl)benzoyl] dextro glucono 1,4 lactone 2,6 di o [3 (trifluoromethyl)benzoyl] dextro glucono 1,4 lactone 3,5 di o acetyl 2 deoxy 6 o [(3 trifluoromethyl)benzoyl] dextro arabinohexono 1,4 lactone 3,5 di o acetyl 2,6 di o [3 (trifluoromethyl)benzoyl] dextro glucono 1,4 lactone 5,6 di o isopropylidine 2 o [3 (trifluoromethyl)benzoyl] dextro glucono 1,4 lactone 5,6 di o isopropylidine 2,3 di o [3 (trifluoromethyl)benzoyl] dextro glucono 1,4 lactone arabinose derivative carbazole derivative carbohydrate derivative ester derivative lactone derivative photosensitizing agent unclassified drug article chemical procedures chemical reaction deoxygenation electron transport irradiation light priority journal reaction analysis synthesis Deoxy Sugars Electron Transport Glucuronates Lactones Magnetic Resonance Spectroscopy Molecular Structure Monosaccharides Photochemistry Sugar Acids A photoinduced electron-transfer (PET) reaction was used for the deoxygenation at C-2 of aldonolactones derivatized as 2-O-[3-(trifluoromethyl)benzoyl] or benzoyl esters. By irradiation of different d-galactono- and d-glucono-1,4-derivatives, with a 450 W lamp, using 9-methylcarbazole as photosensitizer, the corresponding 2-deoxy-d-lyxo- and 2-deoxy-d-arabino-hexono-1,4-lactones were efficiently obtained. © 2006 Elsevier Ltd. All rights reserved. Fil:Bordoni, A. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. Fil:de Lederkremer, R.M. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. Fil:Marino, C. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. 2006 https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_00086215_v341_n11_p1788_Bordoni http://hdl.handle.net/20.500.12110/paper_00086215_v341_n11_p1788_Bordoni |
| institution |
Universidad de Buenos Aires |
| institution_str |
I-28 |
| repository_str |
R-134 |
| collection |
Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA) |
| topic |
2-Deoxy-d-arabino-1,4-lactone 2-Deoxy-d-lyxono-1,4-lactone Aldonolactone photodeoxygenation Deoxy sugars Charge transfer Irradiation Photosensitizers Reaction kinetics Synthesis (chemical) 2-Deoxy-d-arabino-1,4-lactone 2-Deoxy-d-lyxono-1,4-lactone Aldonolactone photodeoxygenation Deoxy sugars Electrons 2 deoxy 3 o [3 (trifluoromethyl)benzoyl] dextro arabinohexono 1,4 lactone 2 deoxy 3,5,6 tri o [(3 trifluoromethyl)benzoyl] dextro arabinohexono 1,4 lactone 2 deoxy 6 o [(3 trifluoromethyl)benzoyl] dextro arabinohexono 1,4 lactone 2 deoxy dextro arabinohexono 1,4 lactone 2 o [3 (trifluoromethyl)benzoyl] dextro glucono 1,4 lactone 2 o benzoyl dextro glucono 1,4 lactone 2,3 di o [3 (trifluoromethyl)benzoyl] dextro glucono 1,4 lactone 2,3,5,6 tetra o [3 (trifluoromethyl)benzoyl] dextro glucono 1,4 lactone 2,6 di o [3 (trifluoromethyl)benzoyl] dextro glucono 1,4 lactone 3,5 di o acetyl 2 deoxy 6 o [(3 trifluoromethyl)benzoyl] dextro arabinohexono 1,4 lactone 3,5 di o acetyl 2,6 di o [3 (trifluoromethyl)benzoyl] dextro glucono 1,4 lactone 5,6 di o isopropylidine 2 o [3 (trifluoromethyl)benzoyl] dextro glucono 1,4 lactone 5,6 di o isopropylidine 2,3 di o [3 (trifluoromethyl)benzoyl] dextro glucono 1,4 lactone arabinose derivative carbazole derivative carbohydrate derivative ester derivative lactone derivative photosensitizing agent unclassified drug article chemical procedures chemical reaction deoxygenation electron transport irradiation light priority journal reaction analysis synthesis Deoxy Sugars Electron Transport Glucuronates Lactones Magnetic Resonance Spectroscopy Molecular Structure Monosaccharides Photochemistry Sugar Acids |
| spellingShingle |
2-Deoxy-d-arabino-1,4-lactone 2-Deoxy-d-lyxono-1,4-lactone Aldonolactone photodeoxygenation Deoxy sugars Charge transfer Irradiation Photosensitizers Reaction kinetics Synthesis (chemical) 2-Deoxy-d-arabino-1,4-lactone 2-Deoxy-d-lyxono-1,4-lactone Aldonolactone photodeoxygenation Deoxy sugars Electrons 2 deoxy 3 o [3 (trifluoromethyl)benzoyl] dextro arabinohexono 1,4 lactone 2 deoxy 3,5,6 tri o [(3 trifluoromethyl)benzoyl] dextro arabinohexono 1,4 lactone 2 deoxy 6 o [(3 trifluoromethyl)benzoyl] dextro arabinohexono 1,4 lactone 2 deoxy dextro arabinohexono 1,4 lactone 2 o [3 (trifluoromethyl)benzoyl] dextro glucono 1,4 lactone 2 o benzoyl dextro glucono 1,4 lactone 2,3 di o [3 (trifluoromethyl)benzoyl] dextro glucono 1,4 lactone 2,3,5,6 tetra o [3 (trifluoromethyl)benzoyl] dextro glucono 1,4 lactone 2,6 di o [3 (trifluoromethyl)benzoyl] dextro glucono 1,4 lactone 3,5 di o acetyl 2 deoxy 6 o [(3 trifluoromethyl)benzoyl] dextro arabinohexono 1,4 lactone 3,5 di o acetyl 2,6 di o [3 (trifluoromethyl)benzoyl] dextro glucono 1,4 lactone 5,6 di o isopropylidine 2 o [3 (trifluoromethyl)benzoyl] dextro glucono 1,4 lactone 5,6 di o isopropylidine 2,3 di o [3 (trifluoromethyl)benzoyl] dextro glucono 1,4 lactone arabinose derivative carbazole derivative carbohydrate derivative ester derivative lactone derivative photosensitizing agent unclassified drug article chemical procedures chemical reaction deoxygenation electron transport irradiation light priority journal reaction analysis synthesis Deoxy Sugars Electron Transport Glucuronates Lactones Magnetic Resonance Spectroscopy Molecular Structure Monosaccharides Photochemistry Sugar Acids Bordoni, Andrea Verónica Muchnik de Lederkremer, Rosa María Marino, María Carla Photoinduced electron-transfer α-deoxygenation of aldonolactones. Efficient synthesis of 2-deoxy-d-arabino-hexono-1,4-lactone |
| topic_facet |
2-Deoxy-d-arabino-1,4-lactone 2-Deoxy-d-lyxono-1,4-lactone Aldonolactone photodeoxygenation Deoxy sugars Charge transfer Irradiation Photosensitizers Reaction kinetics Synthesis (chemical) 2-Deoxy-d-arabino-1,4-lactone 2-Deoxy-d-lyxono-1,4-lactone Aldonolactone photodeoxygenation Deoxy sugars Electrons 2 deoxy 3 o [3 (trifluoromethyl)benzoyl] dextro arabinohexono 1,4 lactone 2 deoxy 3,5,6 tri o [(3 trifluoromethyl)benzoyl] dextro arabinohexono 1,4 lactone 2 deoxy 6 o [(3 trifluoromethyl)benzoyl] dextro arabinohexono 1,4 lactone 2 deoxy dextro arabinohexono 1,4 lactone 2 o [3 (trifluoromethyl)benzoyl] dextro glucono 1,4 lactone 2 o benzoyl dextro glucono 1,4 lactone 2,3 di o [3 (trifluoromethyl)benzoyl] dextro glucono 1,4 lactone 2,3,5,6 tetra o [3 (trifluoromethyl)benzoyl] dextro glucono 1,4 lactone 2,6 di o [3 (trifluoromethyl)benzoyl] dextro glucono 1,4 lactone 3,5 di o acetyl 2 deoxy 6 o [(3 trifluoromethyl)benzoyl] dextro arabinohexono 1,4 lactone 3,5 di o acetyl 2,6 di o [3 (trifluoromethyl)benzoyl] dextro glucono 1,4 lactone 5,6 di o isopropylidine 2 o [3 (trifluoromethyl)benzoyl] dextro glucono 1,4 lactone 5,6 di o isopropylidine 2,3 di o [3 (trifluoromethyl)benzoyl] dextro glucono 1,4 lactone arabinose derivative carbazole derivative carbohydrate derivative ester derivative lactone derivative photosensitizing agent unclassified drug article chemical procedures chemical reaction deoxygenation electron transport irradiation light priority journal reaction analysis synthesis Deoxy Sugars Electron Transport Glucuronates Lactones Magnetic Resonance Spectroscopy Molecular Structure Monosaccharides Photochemistry Sugar Acids |
| description |
A photoinduced electron-transfer (PET) reaction was used for the deoxygenation at C-2 of aldonolactones derivatized as 2-O-[3-(trifluoromethyl)benzoyl] or benzoyl esters. By irradiation of different d-galactono- and d-glucono-1,4-derivatives, with a 450 W lamp, using 9-methylcarbazole as photosensitizer, the corresponding 2-deoxy-d-lyxo- and 2-deoxy-d-arabino-hexono-1,4-lactones were efficiently obtained. © 2006 Elsevier Ltd. All rights reserved. |
| author |
Bordoni, Andrea Verónica Muchnik de Lederkremer, Rosa María Marino, María Carla |
| author_facet |
Bordoni, Andrea Verónica Muchnik de Lederkremer, Rosa María Marino, María Carla |
| author_sort |
Bordoni, Andrea Verónica |
| title |
Photoinduced electron-transfer α-deoxygenation of aldonolactones. Efficient synthesis of 2-deoxy-d-arabino-hexono-1,4-lactone |
| title_short |
Photoinduced electron-transfer α-deoxygenation of aldonolactones. Efficient synthesis of 2-deoxy-d-arabino-hexono-1,4-lactone |
| title_full |
Photoinduced electron-transfer α-deoxygenation of aldonolactones. Efficient synthesis of 2-deoxy-d-arabino-hexono-1,4-lactone |
| title_fullStr |
Photoinduced electron-transfer α-deoxygenation of aldonolactones. Efficient synthesis of 2-deoxy-d-arabino-hexono-1,4-lactone |
| title_full_unstemmed |
Photoinduced electron-transfer α-deoxygenation of aldonolactones. Efficient synthesis of 2-deoxy-d-arabino-hexono-1,4-lactone |
| title_sort |
photoinduced electron-transfer α-deoxygenation of aldonolactones. efficient synthesis of 2-deoxy-d-arabino-hexono-1,4-lactone |
| publishDate |
2006 |
| url |
https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_00086215_v341_n11_p1788_Bordoni http://hdl.handle.net/20.500.12110/paper_00086215_v341_n11_p1788_Bordoni |
| work_keys_str_mv |
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| _version_ |
1768544667678277632 |