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Nitroalkenes in the Ni(II) Catalyzed Asymmetric Michael Addition. Convenient Route to the Key Intermediate of Brivaracetamстатья
- Авторы: Reznikov Alexander N., Kapranov Leonid E., Ivankina Valentina V., Sibiryakova Anastasiya E., Rybakov Victor B., Klimochkin Yuri N.
- Журнал: Helvetica Chimica Acta
- Том: 101
- Номер: 12
- Год издания: 2018
- Издательство: Verlag Helvetica Chimica Acta
- Местоположение издательства: Switzerland
- DOI: 10.1002/hlca.201800170
- Аннотация: A series of Ni(II) complexes with novel chiral ligands derived from (1R,2R)-1,2-diphenylethane-1,2-diamine was synthesized. The catalytic activity of these complexes in the asymmetric Michael reaction is demonstrated. Asymmetric addition of diethyl malonate to omega-nitrostyrene and 1-nitropent-1-ene in the presence of these complexes leads to the enantiomerically enriched diethyl (S)-2-(2-nitro-1-phenylethyl)malonate (up to 96 % ee) and (R)-diethyl 2-(1-nitropenthan-2-yl)malonate (up to 91 % ee). (4R)-4-Propylpyrrolidin-2-one, the key intermediate of antiepileptic drug brivaracetam, was obtained from the corresponding nitroester.
- Добавил в систему: Рыбаков Виктор Борисович
Прикрепленные файлы
| № | Имя | Описание | Имя файла | Размер | Добавлен |
|---|---|---|---|---|---|
| 1. | Полный текст | Reznikov_et_al-2018-Helvetica_Chimica_Acta.pdf | 1,7 МБ | 30 января 2019 [Victor] |