Palladium‐Catalyzed Asymmetric [3+2] Cycloaddition of Vinylethylene Carbonates with 2‐Arylidene‐1,3‐Indandiones: Synthesis of Tetrahydrofuran‐Fused Spirocyclic 1,3‐Indandiones

Abstract

An asymmetric [3+2] cycloaddition of 2‐arylidene‐1,3‐indandiones with vinylethylene carbonates (VECs) had been achieved in the presence of Pd2dba3·CHCl3 and axially chiral phosphoramidite ligand. The reaction of various substituted VECs and 2‐arylidene‐1,3‐indandiones proceeded smoothly under mild conditions, giving the highly functionalized spirocyclic 1,3‐indanedione derivatives in good to excellent yield with moderate diastereoselectivity and high enantioselectivity. The reaction on the gram scale had also been demonstrated.