
pmid: 29160827
pmc: PMC6150293
This work describes the synthesis of enantioenriched spiro compounds, incorporating the azetidine and the oxindole motifs. The preparation relies on a formal [2 + 2] annulation reaction of isatin-derived N-tert-butylsulfonyl ketimines with allenoates. The asymmetric induction is secured by an organocatalytic strategy, exploiting a bifunctional cinchona-type β-isocupridine-based catalyst. Some post-transformation products, including unexpected spiropyrroline and 3,3-disubstituted oxindole derivatives, are also presented.
Isatin, Cinchona-based catalysts, Azetidines; Cinchona-based catalysts; Organocatalysis; Spirooxindoles; organic chemistry, Organocatalysis, spirooxindoles, spirooxindoles; organocatalysis; azetidines; cinchona-based catalysts, Organic chemistry, Spirooxindoles, azetidines, Article, Catalysis, QD241-441, cinchona-based catalysts, Models, Chemical, Nitriles, Azetidines, organocatalysis, Spiro Compounds, Imines, SDG 6 - Clean Water and Sanitation
Isatin, Cinchona-based catalysts, Azetidines; Cinchona-based catalysts; Organocatalysis; Spirooxindoles; organic chemistry, Organocatalysis, spirooxindoles, spirooxindoles; organocatalysis; azetidines; cinchona-based catalysts, Organic chemistry, Spirooxindoles, azetidines, Article, Catalysis, QD241-441, cinchona-based catalysts, Models, Chemical, Nitriles, Azetidines, organocatalysis, Spiro Compounds, Imines, SDG 6 - Clean Water and Sanitation
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