Stereodivergent Michael addition of diphenylphosphite to α-nitroalkenes in the presence of squaramide-derived tertiary amines: an enantioselective organocatalytic reaction in supercritical carbon dioxide Научная публикация
Журнал |
Green Chemistry
ISSN: 1463-9262 , E-ISSN: 1463-9270 |
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Вых. Данные | Год: 2014, Том: 16, Номер: 3, Номер статьи : 1521, Страниц : DOI: 10.1039/c3gc41647j | ||||
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Реферат:
The first “green” asymmetric organocatalytic reaction in a supercritical carbon dioxide medium was elaborated. Under the proposed conditions (100 bar, 35 °C), α-nitroalkenes enantioselectively accept diphenylphosphite in the presence of bifunctional organocatalysts bearing the tertiary amino group and the squaramide fragment to afford corresponding β-nitrophosphonates in high yields and with enantioselectivities of up to 94% ee. By varying the catalyst structure it is possible to synthesize both β-nitrophosphonate enantiomers under these conditions. A significant potential of the supercritical extraction for product isolation and catalyst recovery was demonstrated.
Библиографическая ссылка:
Kuchurov I.V.
, Nigmatov A.G.
, Kryuchkova E.V.
, Kostenko A.A.
, Kucherenko A.S.
, Zlotin S.G.
Stereodivergent Michael addition of diphenylphosphite to α-nitroalkenes in the presence of squaramide-derived tertiary amines: an enantioselective organocatalytic reaction in supercritical carbon dioxide
Green Chemistry. 2014. V.16. N3. 1521 . DOI: 10.1039/c3gc41647j WOS Scopus OpenAlex
Stereodivergent Michael addition of diphenylphosphite to α-nitroalkenes in the presence of squaramide-derived tertiary amines: an enantioselective organocatalytic reaction in supercritical carbon dioxide
Green Chemistry. 2014. V.16. N3. 1521 . DOI: 10.1039/c3gc41647j WOS Scopus OpenAlex
Идентификаторы БД:
Web of science: | WOS:000332039200063 |
Scopus: | 2-s2.0-84894620205 |
OpenAlex: | W2105440278 |