Enantioselective vinylogous Mukaiyama aldol reaction of α-ketoesters under bifunctional organocatalysis

A highly enantioselective vinylogous Mukaiyama aldol reaction to ketoesters catalysed by a hydrogen-bond-donor-based bifunctional organocatalyst is presented. The addition of silyloxy dienol ether gives rise to multifunctional chiral tertiary alcohols bearing a versatile alpha,beta-unsaturated aldehyde with excellent enantiocontrol.

Automated summary

This highly enantioselective vinylogous Mukaiyama aldol reaction to ketoesters is catalyzed by a hydrogen-bond-donor-based bifunctional organocatalyst. Addition of silyloxy dienol ether yields multifunctional chiral tertiary alcohols with a versatile α, β-unsaturated aldehyde and excellent enantiocontrol.