The asymmetric catalytic synthesis of densely functionalized molecules that contain vicinal quaternary and tertiary stereocenters is a challenge for modern chemical methodology. Here we show that a chiral primary amine, derived from natural molecules, efficiently catalyzes the stereoselective conjugate addition of oxindoles to cyclic enones, leading directly to valuable chiral scaffolds. Proof-of-concept for extending the method to benzofuranone derivatives is also provided. © Georg Thieme Verlag Stuttgart New York.

Organocatalytic asymmetric conjugate additions of oxindoles and benzofuranones to cyclic enones

Pesciaioli F.;
2010

Abstract

The asymmetric catalytic synthesis of densely functionalized molecules that contain vicinal quaternary and tertiary stereocenters is a challenge for modern chemical methodology. Here we show that a chiral primary amine, derived from natural molecules, efficiently catalyzes the stereoselective conjugate addition of oxindoles to cyclic enones, leading directly to valuable chiral scaffolds. Proof-of-concept for extending the method to benzofuranone derivatives is also provided. © Georg Thieme Verlag Stuttgart New York.
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11697/150185
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