Mn aminopyridine oxidase mimics: Switching between biosynthetic-like and xenobiotic regioselectivity in C H oxidation of (-)-ambroxide Научная публикация
Журнал |
Journal of Catalysis
ISSN: 0021-9517 , E-ISSN: 1090-2694 |
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Вых. Данные | Год: 2021, Том: 399, Страницы: 224-229 Страниц : 6 DOI: 10.1016/j.jcat.2021.05.014 | ||||||||
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Организации |
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Реферат:
The late-stage Csingle bondH oxofunctionalization of (-)-ambroxide with H2O2 in the presence of bioinspired honheme Mn complexes is reported. Adjusting the ligand architecture and absolute chirality, as well as tuning the reaction solvent, allows switching the catalysts’ selectivity between biosynthetic-like and bioorthogonal modes, thus directing the reaction towards either (+)-sclareolide or 2α-hydroxyambroxide, respectively. This opens the ways to 2,12-dihydroxyambroxide, 2α-hydroxysclareolide, ambroxide-2-one, ambroxide-2,12-dione, and several other, including previously unavailable, oxidized metabolites of (-)-ambroxide in synthetically meaningful yields, using the same catalyst systems.
Библиографическая ссылка:
Ottenbacher R.V.
, Samsonenko D.G.
, Nefedov A.A.
, Talsi E.P.
, Bryliakov K.P.
Mn aminopyridine oxidase mimics: Switching between biosynthetic-like and xenobiotic regioselectivity in C H oxidation of (-)-ambroxide
Journal of Catalysis. 2021. V.399. P.224-229. DOI: 10.1016/j.jcat.2021.05.014 WOS Scopus OpenAlex
Mn aminopyridine oxidase mimics: Switching between biosynthetic-like and xenobiotic regioselectivity in C H oxidation of (-)-ambroxide
Journal of Catalysis. 2021. V.399. P.224-229. DOI: 10.1016/j.jcat.2021.05.014 WOS Scopus OpenAlex
Даты:
Поступила в редакцию: | 7 мая 2021 г. |
Принята к публикации: | 11 мая 2021 г. |
Опубликована online: | 19 мая 2021 г. |
Опубликована в печати: | 1 июл. 2021 г. |
Идентификаторы БД:
Web of science: | WOS:000659863400003 |
Scopus: | 2-s2.0-85107021758 |
OpenAlex: | W3162815068 |