Catalytic Enantioselective Amination of Enolsilanes Using <i>C</i><i>₂</i>-Symmetric Copper(II) Complexes as Chiral Lewis Acids

Abstract

[formula: see text] [Cu(S,S)-t-Bu-box](OTf)2 (1) catalyzes the enantioselective amination of enolsilanes with azodicarboxylate derivatives. Isomerically pure enolsilanes of aryl ketones, acylpyrroles, and thioesters added to the azo-imide in greater than 95% ee. The use of an alcohol additive was critical to achieving catalyst turnover.