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Palladium-Catalyzed Asymmetric Synthesis of Allylic Fluorides

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https://figshare.com/articles/dataset/Palladium_Catalyzed_Asymmetric_Synthesis_of_Allylic_Fluorides/2705128
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The enantioselective fluorination of readily available cyclic allylic chlorides with AgF has been accomplished using a Pd(0) catalyst and Trost bisphosphine ligand. The reactions proceed with unprecedented ease of operation for Pd-mediated nucleophilic fluorination, allowing access to highly enantioenriched cyclic allylic fluorides that bear diverse functional groups. Evidence that supports a mechanism in which C−F bond formation occurs by an SN2-type attack of fluoride on a Pd(II)-allyl intermediate is presented.
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2010-12-15
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