The combination of a practical and highly enantioselective organocatalytic reaction, which allows the stereoselective introduction of a benzodithiol group, with a fluorination step, gives a new and effective strategy for the stereoselective synthesis of difluorinated building blocks. The benzodithiol group is a versatile and chameleonic group that can be further functionalized before fluorination, giving customized and tailored useful synthetic strategies. As an example of the application of this facile strategy, the effective enantioselective synthesis of difluoroarundic acid is described.
A Versatile Organocatalytic Approach for the Synthesis of Enantioenriched gem-Difluorinated Compounds / Saulnier, S.; Ciardi, M.; Lopez-Carrillo, V.; Gualandi, A.; Cozzi, P.G.. - In: CHEMISTRY-A EUROPEAN JOURNAL. - ISSN 0947-6539. - STAMPA. - 21:39(2015), pp. 13689-13695. [10.1002/chem.201502099]
A Versatile Organocatalytic Approach for the Synthesis of Enantioenriched gem-Difluorinated Compounds
SAULNIER, STEVE;CIARDI, MOIRA;GUALANDI, ANDREA;COZZI, PIER GIORGIO
2015
Abstract
The combination of a practical and highly enantioselective organocatalytic reaction, which allows the stereoselective introduction of a benzodithiol group, with a fluorination step, gives a new and effective strategy for the stereoselective synthesis of difluorinated building blocks. The benzodithiol group is a versatile and chameleonic group that can be further functionalized before fluorination, giving customized and tailored useful synthetic strategies. As an example of the application of this facile strategy, the effective enantioselective synthesis of difluoroarundic acid is described.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
