The palladium-catalyzed divergent
asymmetric synthesis
of chiral
spiro-furanindoline derivatives is described. The zwitterionic alkoxy
π-allyl Pd(II) intermediate, generated catalytically from vinyl
ethylene carbonate (VEC), could undergo ligand-controlled enantio-
and diastereoselective dipolar [3 + 2] spiroannulation with indole-based
azadienes to afford the optically active spiro-furanindolines embedding
an all-carbon quaternary stereocenter in high yields (up to 99%) with
good to excellent stereoselectivities (up to 99% ee and up to >94:6
dr).
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