Asymmetric Synthesis of 3,3'-Tetrahydrofuryl Spirooxindoles via Palladium-Catalyzed [3+2] Cycloadditions of Methyleneindolinones with Vinylethylene Carbonates.

A palladium-catalyzed asymmetric [3+2] cycloaddition reaction of methyleneindolinones with vinylethylene carbonates has been successfully developed, which provides a highly efficient method for the synthesis of structurally diverse 3,3'-tetrahydrofuryl spirooxindoles in high yields (≤99%) with excellent stereoselectivities (>20:1 dr, ≤99% ee). Furthermore, this methodology shows a wide substrate scope and high utility in diversity-oriented synthesis.