Strategies for achieving the direct catalytic asymmetric syntheses of benzofuran-containing hetero-triarylmethanes using a 1,4-type Friedel–Crafts (hetero)arylation reaction were developed.
Catalytic asymmetric and divergent assembly of tricyclic and tetracyclic 3,3′-pyrrolidonyl spirooxindoles was developed, involving a one-pot chiral Brønsted base catalyzed asymmetric propargylation for the synthesis of oxindole 1,6enynes and a subsequent switchable site-selective and highly diastereoselective electrophilic iodocyclization of 1,6-enynes. In addition, antitumor properties of the newly synthesized compounds were evaluated.
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