Efficient access to fluorinated homoallylic alcohols through an indium promoted fluoroallylation reaction

Herein, an efficient access to fluorinated homoallylic alcohol is reported. The fluorinated alcohols were obtained in good to excellent yield using indium and halo-fluorinated allylic derivatives. The developed methodology using γ-substituted halo-fluorinated allylic derivatives gave the correspondi...

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Veröffentlicht in:Tetrahedron 2014-05, Vol.70 (19), p.3123-3133
Hauptverfasser: Lemonnier, Gérald, Van Hijfte, Nathalie, Sebban, Muriel, Poisson, Thomas, Couve-Bonnaire, Samuel, Pannecoucke, Xavier
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Sprache:eng
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Zusammenfassung:Herein, an efficient access to fluorinated homoallylic alcohol is reported. The fluorinated alcohols were obtained in good to excellent yield using indium and halo-fluorinated allylic derivatives. The developed methodology using γ-substituted halo-fluorinated allylic derivatives gave the corresponding α-substituted fluorinated homoallylic alcohol in good yields and good diastereoselectivities up to 86:14. [Display omitted]
ISSN:0040-4020
1464-5416
DOI:10.1016/j.tet.2014.03.067