Asymmetric organocatalytic michael/henry domino reactions through hydrogen-bond activation: Kinetic access to indane scaffolds bearing cis-vicinal substituents

摘要

Catalyst directs towards cis! A bifunctional hydrogen-bond-catalyzed Michael/Henry domino reaction allows preferential asymmetric access to the kinetic cis-nitroindanol products with excellent enantioselectivity through a postulated matched transition state (see scheme; H-Bo = hydrogen bond activation). This high yielding protocol opens up a new strategy to access highly useful enantio-enriched cis-aminoindanol-containing ligands and catalysts.