Bifunctional cinchona alkaloid thiourea catalyzed highly efficient, enantioselective aza-henry reaction of cyclic trifluoromethyl ketimines: Synthesis of anti-HIV drug DPC 083

Highly efficient: The title reaction provides biologically interesting chiral trifluoromethyl dihydroquinazolinone frameworks in high yields (up to 97%) and with high enantioselectivities (up to 98% ee), using as low as 1 mol% of catalyst (see scheme). Moreover, anti-HIV drug candidate DPC 083 was efficiently synthesized using the highly enantioselective aza-Henry reaction as a key step.