Herein, a practical and straightforward access to fluorinated homoallylicalcohols is reported. The corresponding products were obtained in good to excellent yield in brine or THF as a solvent using indium(0) and the readily available 3-chloro-2-fluoroprop-1-ene to promote the allylation reaction. This methodology affords an easy access to valuable fluorinated products under mild conditions.
Efficient access to fluorinated homoallylic alcohols through an indium promoted fluoroallylation reaction
作者:Gérald Lemonnier、Nathalie Van Hijfte、Muriel Sebban、Thomas Poisson、Samuel Couve-Bonnaire、Xavier Pannecoucke
DOI:10.1016/j.tet.2014.03.067
日期:2014.5
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 gamma-substituted halo-fluorinated allylic derivatives gave the corresponding alpha-substituted fluorinated homoallylic alcohol in good yields and good diastereoselectivities up to 86:14. (C) 2014 Elsevier Ltd. All rights reserved.