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A Versatile Organocatalytic Approach for the Synthesis of Enantioenriched gem‐Difluorinated Compounds
Authors:Dr. Steve Saulnier  Dr. Moira Ciardi  Dr. Veronica Lopez‐Carrillo  Dr. Andrea Gualandi  Prof. Pier Giorgio Cozzi
Affiliation:1. Dipartimento di Chimica “G. Ciamician”, ALMA MATER STUDIORUM, Università di Bologna, Via A. Selmi?2, 40126, Bologna (Italy);2. Université catholique de Louvain, Institute of Condensed Matter and Nanosciences, Croix du Sud, 1 bte L7.04.02, room a.241, 1348 Louvain‐la‐Neuve (Belgium)
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.
Keywords:aldehydes  alkylation  enantioselectivity  fluorine  organocatalysis
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