Angewandte Chemie International Edition · 2011 · 167 citations · 42 references
Chemical EngineeringCross-coupling ReactionEngineeringNovel OrganocatalystsAllylic FluoridesTbaf=tetra-n-butylammonium FluorideTitle ReactionFluorous SynthesisOrganic ChemistryOrganometallic CatalysisCatalysisChemistryHeterocycle ChemistryAllylic Fluorination
Mild and rapid: The title reaction is presented and its applicability to 18F radiolabeling is demonstrated (see scheme; TBAF=tetra-n-butylammonium fluoride, THF=tetrahydrofuran, dba=dibenzylideneacetone). The use of p-nitrobenzoate as the leaving group is significant to the success of this catalytic organometallic fluorination process. A range of allylic fluorides were synthesized by this method.
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Halide Effects in Transition Metal Catalysis
Keith Fagnou, Mark Lautens · Angewandte Chemie International Edition · 2002 · 512 citations