2025
DEVELOPMENT OF ASYMMETRIC MANNICH REACTION OF 2- SUKCCINIMIDYL, 2-GLUTARIMIDYL CARBOXYLATES AND RELATED COMPOUNDS
DRÁPALOVÁ, Monika; David ŠVESTKA a Jan OTEVŘELZákladní údaje
Originální název
DEVELOPMENT OF ASYMMETRIC MANNICH REACTION OF 2- SUKCCINIMIDYL, 2-GLUTARIMIDYL CARBOXYLATES AND RELATED COMPOUNDS
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Vydání
XXIII. INTERNATIONAL STUDENTS SCIENTIFIC CONFERENCE, Praha, ČR, 2025
Další údaje
Jazyk
angličtina
Typ výsledku
Prezentace na konferencích
Obor
30104 Pharmacology and pharmacy
Utajení
není předmětem státního či obchodního tajemství
Označené pro přenos do RIV
Ano
Kód RIV
RIV/00216224:14160/25:00143808
Organizační jednotka
Farmaceutická fakulta
Klíčová slova anglicky
Mannich reaction
Změněno: 28. 2. 2026 10:25, Mgr. David Švestka, Ph.D.
Anotace
V originále
Various chiral compounds possessing 2,5-dioxopyrrolidin-3-carboxylates or their derivatives can be found in a range of biologically active substances, and thus, they offer promising potential for possible pharmaceutical applications. The related compounds have been studied, e.g., for their antimycobacterial, anticonvulsive, anti-depressive, or antiproliferative activity. However, building a chiral skeleton using the organocatalytic asymmetric Mannich reaction with these structural fragments represents a highly challenging task. The problematic nature of such transformation is connected to the lack of enolization of pyrrolidine-2,5-diones under the reaction conditions catalytic in a base as well as the insufficient stability and/or electrophilicity of the respective aldimines. Surpassing the inherent limits of the asymmetric organocatalytic Mannich reaction of pyrrolidine-2,5-diones, we aimed our study to carefully design and optimize structures of both the reaction components and develop a methodology that would enable such synthetic transformation with a reasonable scope, reaction rate, and stereoselectivity.
Návaznosti
| MUNI/C/1707/2023, interní kód MU |
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