Asymmetric Synthesis of Spirofuro[2,3-b]azepine-5,3’-indoline Derivatives via Cycloisomerization/[4+3] Annulation Process under Au/N-Heterocyclic Carbene Relay Catalysis

A variety of enantioenriched spirofuro[2,3-b]azepine-5,3’-indoline derivatives (dr > 20:1, up to 96% ee) were facilely synthesized through cycloisomerization/asymmetric formal [4+3] cycloaddition reactions of enyne-amides with isatin-derived enals under gold(I)/chiral N-heterocyclic carbene (NHC) relay catalysis. The method is practical and useful because of the convenient one-step procedure, high stereoselectivity, and good functional-group tolerance.

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