Abstract
An achiral Cp*Co(III)-catalyzed enantioselective C-H activation/annulation of chiral sulfoximine-enabled thioamides with ynamides is presented herein. This method successfully synthesizes axially chiral five-membered 2-amidoindenones with good enantiocontrol. Interestingly, the annulation with chiral oxazolidone-containing ynamides could provide a separable mixture of diastereomers (up to ~10:1 dr). Moreover, enantiopure sulfoximines could be recovered with ~99% purity, making this method practical. DFT studies show valuable insight into the mechanism and origin of asymmetric induction.
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