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. 2013 Sep 4;135(35):12990-3.
doi: 10.1021/ja407223g. Epub 2013 Aug 20.

Palladium-catalyzed allylic C-H fluorination

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Palladium-catalyzed allylic C-H fluorination

Marie-Gabrielle Braun et al. J Am Chem Soc. .

Abstract

The first catalytic allylic C-H fluorination reaction using a nucleophilic fluoride source is reported. Under the influence of a Pd/Cr cocatalyst system, simple olefin substrates undergo fluorination with Et3N·3HF in good yields with high branched:linear regioselectivity. The mild conditions and broad scope make this reaction a powerful alternative to established methods for the preparation of allylic fluorides from prefunctionalized substrates.

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