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A C2-symmetric chiral phosphine catalyst, NUSIOC-Phos, which can be easily derived from cyclohexyl-fused spirobiindane was introduced. A highly enantioselective domino process involving pyrrolidine-2,3-diones and γ-substituted alleno-ates catalyzed by NUSIOC-Phos has… Click to show full abstract
A C2-symmetric chiral phosphine catalyst, NUSIOC-Phos, which can be easily derived from cyclohexyl-fused spirobiindane was introduced. A highly enantioselective domino process involving pyrrolidine-2,3-diones and γ-substituted alleno-ates catalyzed by NUSIOC-Phos has been disclosed. Diastereospecific tricyclic γ-lactams containing five contiguous stereogenic centers were obtained in high yields and with nearly perfect enantioselectivities. A kinetic resolution process of racemic γ-substituted allenoates was developed for the generation of optically enriched chiral allenes.
Journal Title: Journal of the American Chemical Society
Year Published: 2019
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