Innovating Works

TRIFLUORO-BUNDLE

Financiado
Utility and Unique Chemistry of Homoallylic Amines with a Difluoromethyl- and Fl...
Utility and Unique Chemistry of Homoallylic Amines with a Difluoromethyl- and Fluoro- Substituted Stereogenic Carbon Organofluorine compounds are scarce in natural products, but they are central to therapeutic science, agrochemical development and materials research. Incorporation of fluorine atoms within an organic molecule can have profound ef... Organofluorine compounds are scarce in natural products, but they are central to therapeutic science, agrochemical development and materials research. Incorporation of fluorine atoms within an organic molecule can have profound effects on pharmacokinetic and pharmacodynamic properties. Enantiomerically enriched fluoro amino acids possess physiochemical and biological properties that distinguish them from canonical amino acids and are key to advances in biological sciences, including peptide and protein engineering. On another front, many azasugars that have high pharmacological potential suffer from weak binding affinities and inferior pharmacokinetic properties; this problem may be addressed through glycomimetics. A promising strategy in glycomimetics entails H-to-F and OH-to-CF2H exchange. A compelling objective in modern chemistry, therefore, is the development of efficient, and practical strategies for diastereo- and enantioselective synthesis of readily modifiable organofluorine fragments that have a CF2H moiety. However, while enantioselective methods that can be used to form a C(sp3)–CF2H stereocenter are available, none apply to the formation of products bearing a fully substituted carbon stereogenic center that has a CF2H and a F substituent. To address this problem, we will develop a robust, practical, and scalable catalytic strategy for practical, efficient, diastereo- and enantioselective conversion of nitriles to homoallylic amines with a CF2H- and F-substituted allylic carbon. Our investigations will focus on an important but severely underdeveloped class of transformations, namely, catalytic diastereo- and enanantioselective addition of a carbon-based nucleophile to nitriles. We plan to utilize the new catalytic approach as the key design element in highly efficient diastereo- and enantioselective syntheses of polyfluoro α-amino acids, and aza-sugars, bearing a fully substituted carbon stereogenic center that has a CF2H and a F substituent. ver más
31/08/2025
UNISTRA
212K€
Perfil tecnológico estimado
Duración del proyecto: 27 meses Fecha Inicio: 2023-05-05
Fecha Fin: 2025-08-31

Línea de financiación: concedida

El organismo HORIZON EUROPE notifico la concesión del proyecto el día 2023-05-05
Línea de financiación objetivo El proyecto se financió a través de la siguiente ayuda:
HORIZON-MSCA-2022-PF-01-01: MSCA Postdoctoral Fellowships 2022
Cerrada hace 2 años
Presupuesto El presupuesto total del proyecto asciende a 212K€
Líder del proyecto
UNIVERSITE DE STRASBOURG No se ha especificado una descripción o un objeto social para esta compañía.
Perfil tecnológico TRL 4-5