Copper-Catalyzed Perfluoroalkylation of Allyl Phosphates with Stable Perfluoroalkylzinc Reagents

A general and practical method for copper-catalyzed cross-coupling of allyl phosphates with stable perfluoroalkylzinc reagents has been developed. The reaction proceeds under mild reaction conditions with high efficiency, good functional group tolerance, and high regio- and stereoselectivities and p...

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Veröffentlicht in:Journal of organic chemistry 2019-01, Vol.84 (1), p.423-434
Hauptverfasser: Liu, Lihua, Bao, Xifei, Xiao, Hua, Li, Junlan, Ye, Feifan, Wang, Chaoqin, Cai, Qinhua, Fan, Shilu
Format: Artikel
Sprache:eng
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Zusammenfassung:A general and practical method for copper-catalyzed cross-coupling of allyl phosphates with stable perfluoroalkylzinc reagents has been developed. The reaction proceeds under mild reaction conditions with high efficiency, good functional group tolerance, and high regio- and stereoselectivities and provides general, straightforward, and useful access to allyl-perfluoroalkyl compounds. Preliminary mechanistic studies reveal that the allyl copper intermediate may be involved in the catalytic cycle.
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.8b02432