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Publication 309
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D. Grassi, H. Li, A. Alexakis,
“Formation of chiral fluoroalkyl products through copper-free enantioselective allylic alkylation catalyzed by an NHC ligand”
Chem. Commun. 2012, 48, 11404-11406.
A valuable Cu-free protocol is reported where NHC ligand has been employed to form quaternary centers bearing fluoroalkyl unities. Importantly the results obtained, from this allylic substitution, are better in terms of enantioselectivity and regioselectivity compared to the copper catalyzed system. Moreover the catalysis is performed directly on the substrate containing the fluoroalkyl moiety. The use of FSBM as fluoromethide equivalent is not anymore required. The reaction has been extended to CF2H group (isosteric to carbinol function) and to CF3 group.
DOI : 10.1039/C2CC36513H
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