Synthesis of Three New Bifunctional Glucose-Thiourea Organocatalysts and Their Application in Asymmetric Michael Addition
Three new glucose-based asymmetric bifunctional organocatalysts containing a 6-aminopyridyl or a 6-methylpyridyl or a cinchona unit were synthesized. Asymmetric Michael addition of pentane-2,4-dione to 0-nitrostyrene was catalyzed successfully by these catalysts. In case of the cinchona based glucos...
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| Veröffentlicht in: | Studia Universitatis Babeș-Bolyai. Chemia 2017-03, Vol.62 (1), p.183-194 |
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| container_title | Studia Universitatis Babeș-Bolyai. Chemia |
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| creator | Nagy, Sandor Kozma, Petra Kisszekelyi, Peter Bezzegh, Dora Huszthy, Peter Kupai, Jozsef |
| description | Three new glucose-based asymmetric bifunctional organocatalysts containing a 6-aminopyridyl or a 6-methylpyridyl or a cinchona unit were synthesized. Asymmetric Michael addition of pentane-2,4-dione to 0-nitrostyrene was catalyzed successfully by these catalysts. In case of the cinchona based glucose-thiourea derivate the S enantiomer of the corresponding Michael adduct was formed with moderate enantiomeric excess in three different solvents. Keywords: organocatalyst, carbohydrates, cinchona alkaloids, Michael addition, asymmetric syntheses |
| doi_str_mv | 10.24193/subbchem.2017.1.16 |
| format | Article |
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Asymmetric Michael addition of pentane-2,4-dione to 0-nitrostyrene was catalyzed successfully by these catalysts. In case of the cinchona based glucose-thiourea derivate the S enantiomer of the corresponding Michael adduct was formed with moderate enantiomeric excess in three different solvents. Keywords: organocatalyst, carbohydrates, cinchona alkaloids, Michael addition, asymmetric syntheses</description><identifier>ISSN: 1224-7154</identifier><identifier>EISSN: 2065-9520</identifier><identifier>DOI: 10.24193/subbchem.2017.1.16</identifier><language>eng</language><publisher>Universitatea Babes-Bolyai. Chemia</publisher><subject>Catalysts ; Chemical properties ; Chemical synthesis ; Enzyme kinetics ; Glucose ; Methods ; Observations ; Production processes ; Urea</subject><ispartof>Studia Universitatis Babeș-Bolyai. Chemia, 2017-03, Vol.62 (1), p.183-194</ispartof><rights>COPYRIGHT 2017 Universitatea Babes-Bolyai. 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Chemia</title><description>Three new glucose-based asymmetric bifunctional organocatalysts containing a 6-aminopyridyl or a 6-methylpyridyl or a cinchona unit were synthesized. Asymmetric Michael addition of pentane-2,4-dione to 0-nitrostyrene was catalyzed successfully by these catalysts. In case of the cinchona based glucose-thiourea derivate the S enantiomer of the corresponding Michael adduct was formed with moderate enantiomeric excess in three different solvents. 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| language | eng |
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| source | Elektronische Zeitschriftenbibliothek - Frei zugängliche E-Journals |
| subjects | Catalysts Chemical properties Chemical synthesis Enzyme kinetics Glucose Methods Observations Production processes Urea |
| title | Synthesis of Three New Bifunctional Glucose-Thiourea Organocatalysts and Their Application in Asymmetric Michael Addition |
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