Synthesis of New Chiral Secondary 1,2-Diamines Based on Levopimaric Acid and Their Use as Ligands in Copper(II)-Catalyzed Asymmetric Henry Reaction Full article
| Journal |
Russian Journal of Organic Chemistry
ISSN: 1070-4280 , E-ISSN: 1608-3393 |
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| Output data | Year: 2020, Volume: 56, Number: 4, Pages: 604-612 Pages count : 9 DOI: 10.1134/S1070428020040077 | ||
| Tags | asymmetric catalysis; chiral diamine; diterpene; fumaropimaric acid; nitroaldol reaction | ||
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| Affiliations |
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Funding (1)
| 1 | Federal Agency for Scientific Organizations | 0303-2016-0008 |
Abstract:
Methods have been developed for the synthesis of new chiral imino amines andunsymmetrically substituted trans-1,2-diamines based on fumaropimaric acid. The new trans-1,2-diamines were tested as ligands in thecopper(II)-catalyzed asymmetric Henry reaction of 4-nitrobenzaldehyde withnitromethane. The effect of substituents on the amino groups on the catalyticactivity and asymmetric induction has been studied. The configuration of themajor enantiomer has been found to be controlled by the size of substituents inthe two amino groups of the ligand. © 2020, Pleiades Publishing, Ltd.
Cite:
Konev V.N.
, Pai Z.P.
, Khlebnikova T.B.
Synthesis of New Chiral Secondary 1,2-Diamines Based on Levopimaric Acid and Their Use as Ligands in Copper(II)-Catalyzed Asymmetric Henry Reaction
Russian Journal of Organic Chemistry. 2020. V.56. N4. P.604-612. DOI: 10.1134/S1070428020040077 WOS Scopus РИНЦ AN OpenAlex
Synthesis of New Chiral Secondary 1,2-Diamines Based on Levopimaric Acid and Their Use as Ligands in Copper(II)-Catalyzed Asymmetric Henry Reaction
Russian Journal of Organic Chemistry. 2020. V.56. N4. P.604-612. DOI: 10.1134/S1070428020040077 WOS Scopus РИНЦ AN OpenAlex
Original:
Конев В.Н.
, Пай З.П.
, Хлебникова Т.Б.
Синтез новых хиральных вторичных 1,2-диаминов из левопимаровой кислоты и их исследование в составе комплексных Cu(II)-катализаторов асимметрической нитроальдольной реакции
Журнал органической химии. 2020. Т.56. №4. С.557-567. DOI: 10.31857/S0514749220040072 РИНЦ OpenAlex
Синтез новых хиральных вторичных 1,2-диаминов из левопимаровой кислоты и их исследование в составе комплексных Cu(II)-катализаторов асимметрической нитроальдольной реакции
Журнал органической химии. 2020. Т.56. №4. С.557-567. DOI: 10.31857/S0514749220040072 РИНЦ OpenAlex
Dates:
| Submitted: | Sep 20, 2019 |
| Accepted: | Feb 19, 2020 |
| Published print: | Apr 1, 2020 |
| Published online: | May 26, 2020 |
Identifiers:
| Web of science: | WOS:000535785500007 |
| Scopus: | 2-s2.0-85085507295 |
| Elibrary: | 43290266 |
| Chemical Abstracts: | 2020:1012047 |
| OpenAlex: | W3031574644 |