The present study reports the asymmetric cyclization of enals with vinylcyclopropane azlactones efficiently catalyzed by the combination of achiral Pd(0) complexes and chiral secondary amines. Corresponding spirocyclic azlactones were produced in high yields with moderate diastereoselectivities and excellent enantioselectivities. This protocol provides an efficient and easily-performed route to spirocyclic scaffolds, and densely functionalized cyclopentanes containing quaternary carbon centers.

Department of Organic Chemistry Faculty of Science Charles University Hlavova 2030 128 43 Praha 2 Czech Republic

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Enantioselective Synthesis of Spirocyclic Isoxazolones Using a Conia-Ene Type Reaction

Enantioselective Preparation of Cyclopentene-Based Amino Acids with a Quaternary Carbon Center

Access to Spirooxindole-Fused Cyclopentanes via a Stereoselective Organocascade Reaction Using Bifunctional Catalysis