Highly diastereo- and enantioselective vinylogous Mannich reactions of fluorinated aldimines with siloxyfurans
A highly regio- and enantioselective asymmetric vinylogous Mannich reaction of readily available fluorinated aldimines bearing a chiral auxiliary [(S)-1-phenylethyl group] with siloxyfurans to afford chiral fluorine-containing γ-butenolide or γ-lactone derivatives has been developed in the presence of silver acetate (10 mol%) and axially chiral phosphine-oxazoline ligand L1 (11 mol%). In most cases, the corresponding fluorinated adducts were obtained in high yields, good to excellent enantiomeric excesses and up to > 20:1 dr.
Zhao, Qian-Yi,Yuan, Zhi-Liang,Shia, Min
supporting information; experimental part
p. 637 - 643
(2011/04/25)
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