198697-50-6Relevant academic research and scientific papers
Highly diastereo- and enantioselective vinylogous Mannich reactions of fluorinated aldimines with siloxyfurans
Zhao, Qian-Yi,Yuan, Zhi-Liang,Shia, Min
supporting information; experimental part, p. 637 - 643 (2011/04/25)
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.
The Ugi reaction with CF3-carbonyl compounds: effective synthesis of α-trifluoromethyl amino acid derivatives
Gulevich, Anton V.,Shevchenko, Nikolay E.,Balenkova, Elisabeth S.,R?schenthaler, Gerd-Volker,Nenajdenko, Valentine G.
supporting information; scheme or table, p. 11706 - 11712 (2009/04/06)
The Ugi reaction with CF3-carbonyl compounds is described in detail. The method is efficient for the multicomponent preparation of α-trifluoromethyl (Tfm) amino acids, α-Tfm containing dipeptides, and iminodicarboxylic acids. In addition, the first protected CF3-opine derivative was prepared. The scope, limitations, and stereochemistry of the approach are discussed.
