Organocatalytic Access to Enantioenriched Spirooxindole-Based 4-Methyleneazetidines
AbstractThis 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. View Full-Text
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Rainoldi, G.; Faltracco, M.; Spatti, C.; Silvani, A.; Lesma, G. Organocatalytic Access to Enantioenriched Spirooxindole-Based 4-Methyleneazetidines. Molecules 2017, 22, 2016.
Rainoldi G, Faltracco M, Spatti C, Silvani A, Lesma G. Organocatalytic Access to Enantioenriched Spirooxindole-Based 4-Methyleneazetidines. Molecules. 2017; 22(11):2016.Chicago/Turabian Style
Rainoldi, Giulia; Faltracco, Matteo; Spatti, Claudia; Silvani, Alessandra; Lesma, Giordano. 2017. "Organocatalytic Access to Enantioenriched Spirooxindole-Based 4-Methyleneazetidines." Molecules 22, no. 11: 2016.
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