Catalytic asymmetric [3+2] cycloadditions of C,N-cyclic azomethine imines with δ-substituted allenoates have been developed in the presence of (S)-Me-f-KetalPhos, affording functionalized tetrahydroquinoline frameworks in good yields with high diastereo- and good enantioselectivities under mild condition. The substrate scope has been also examined. This is the first time that δ-substituted allenoates have been applied as a δ,γ-C-C bond participated C2 synthon in asymmetric synthesis.
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Nucleophilic Phosphine Organocatalysis
Joey L. Methot, William Roush · Advanced Synthesis & Catalysis · 2004 · 965 citations · Full text
Asymmetric Catalysis, Novel Organocatalysts, Engineering +13
Chunming Zhang, Xiyan Lu · The Journal of Organic Chemistry · 1995 · 634 citations
Electron-deficient Olefins, Molecular Sciences, Engineering +14