ChemInform Abstract: Palladium-Catalyzed Asymmetric Synthesis of Allylic Fluorides

Autor:	Matthew H. Katcher, Abigail G. Doyle
Rok vydání:	2011
Předmět:	Substitution reaction Allylic rearrangement chemistry Nucleophile Ligand Enantioselective synthesis chemistry.chemical_element Halogenation General Medicine Combinatorial chemistry Palladium Catalysis
Zdroj:	ChemInform. 42
ISSN:	0931-7597
DOI:	10.1002/chin.201119035
Popis:	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.
Databáze:	OpenAIRE
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