Method for Highly Enantioselective Ligation of Two Chiral C(sp~3) Stereocenters

摘要

A method is described for the joining of two α-lithiated C(sp~3) stereocenters efficiently and with retention of configuration. The key step involves the effective removal of two electrons from a chiral organocuprate R_2CuLi, by i-propyl 2,4-dinitrobenzoate to form a Cu(III) complex that undergoes at -90 °C accelerated reductive elimination enantioselectively and exclusively without the formation of free radicals.