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Dimeric cyclotryptamine alkaloids are a large class of structurally intricate and biologically active natural products that have attracted significant attention from synthetic community. Herein, we developed a phosphine-catalyzed divergent γ,γ- and ε,γ-umpolung domino addition of bisoxindoles with allenoates and applied it to the syntheses of calycanthine, chimonanthine and folicanthine. More details are discussed in the article by Wang et al. on pages 995—1000.