1. Johannes Kepler University Linz, Institute of Organic Chemistry, Altenbergerstraße 69, 4040 Linz, Austria;2. University of Vienna, Institute of Chemical Catalysis, Währinger Strasse 38, 1090 Vienna, Austria
Abstract:
We herein report an asymmetric protocol to access a series of orthogonally functionalized acyclic chiral target molecules containing a quaternary stereogenic center by carrying out the enantioselective α-alkylation of novel orthogonally functionalized dioxolane-containing cyanoacetates under chiral ammonium salt catalysis. By using just 1 mol % of Maruoka's spirocyclic ammonium salt catalysts enantioselectivities up to e.r.=97.5 : 2.5 could be achieved and further functional group manipulations of the products were carried out as well.