Mild and General Protocol for Selective Deacetylation of Acetyl/Benzoyl-Protected Carbohydrates; Journal of Organic Chemistry; Vol. 89, iss.14
| Parent link: | Journal of Organic Chemistry.— .— Washington: American Chemical Society Vol. 89, iss.14.— 2025.— P. 10021-10026 |
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| Other Authors: | , , , , , , |
| Summary: | Title screen Herein, we report a mild and general protocol for chemoselective deacetylation of mixed acetyl- and benzoyl-protected carbohydrates under mild acidic conditions. The protocol allows quick access to partially protected carbohydrates, which serve as versatile synthetic intermediates during the total synthesis of various mono- and oligosaccharide targets. The applicability of the developed protocol was successfully demonstrated on a range of carbohydrate substrates of various configurations and substitution patterns featuring functionalized aliphatic and aromatic aglycones. The protocol has shown excellent compatibility with the widely used O-anomeric protecting groups, prespacer aglycones, and thioglycoside glycosyl donors Текстовый файл |
| Language: | English |
| Published: |
2025
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| Subjects: | |
| Online Access: | https://doi.org/10.1021/acs.joc.4c00900 |
| Format: | Electronic Book Chapter |
| KOHA link: | https://koha.lib.tpu.ru/cgi-bin/koha/opac-detail.pl?biblionumber=680034 |
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| 200 | 1 | |a Mild and General Protocol for Selective Deacetylation of Acetyl/Benzoyl-Protected Carbohydrates |f Alexander A. Abramov, Alexander I. Zinin, Natalya G. Kolotyrkina [et al.] | |
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| 330 | |a Herein, we report a mild and general protocol for chemoselective deacetylation of mixed acetyl- and benzoyl-protected carbohydrates under mild acidic conditions. The protocol allows quick access to partially protected carbohydrates, which serve as versatile synthetic intermediates during the total synthesis of various mono- and oligosaccharide targets. The applicability of the developed protocol was successfully demonstrated on a range of carbohydrate substrates of various configurations and substitution patterns featuring functionalized aliphatic and aromatic aglycones. The protocol has shown excellent compatibility with the widely used O-anomeric protecting groups, prespacer aglycones, and thioglycoside glycosyl donors | ||
| 336 | |a Текстовый файл | ||
| 461 | 1 | |t Journal of Organic Chemistry |c Washington |n American Chemical Society | |
| 463 | 1 | |t Vol. 89, iss.14 |v P. 10021-10026 |d 2025 | |
| 610 | 1 | |a электронный ресурс | |
| 610 | 1 | |a труды учёных ТПУ | |
| 610 | 1 | |a Carbohydrates | |
| 610 | 1 | |a Chemical reactions | |
| 610 | 1 | |a Free radicals | |
| 610 | 1 | |a Organic compounds | |
| 610 | 1 | |a Protective groups | |
| 701 | 1 | |a Abramov |b A. A. |g Aleksandr Aleksandrovich | |
| 701 | 1 | |a Zinin |b A. I. |g Aleksandr Ivanovich | |
| 701 | 1 | |a Kolotyrkina |b N. G. |g Natalya | |
| 701 | 1 | |a Kononov |b L. O. |c physicist | |
| 701 | 1 | |a Shatskiy |b A. |g Andrey | |
| 701 | 1 | |a Karkas |b M. D. |g Markus | |
| 701 | 1 | |a Stepanova |b E. V. |c chemist |c Associate Professor of Tomsk Polytechnic University, Candidate of Chemical Sciences |f 1988- |g Elena Vladimirovna |9 17776 | |
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| 856 | 4 | |u https://doi.org/10.1021/acs.joc.4c00900 |z https://doi.org/10.1021/acs.joc.4c00900 | |
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