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Abstract | Cited by

The chiral amine catalyzed diastereo- and enantioselective [3 + 2] cycloaddition between isatin-derived azomethine ylides and α,β-unsaturated aldehydes was successfully carried out to afford spiro[oxindole-3,2′-pyrrolidine]s. It was anticipated that the formation of azomethine ylides occurred via the cycloreversion of dispirooxindole–imidazolidines, which are precursor imine homodimers, in aqueous solvents.

Graphical abstract: Asymmetric synthesis of spiro[oxindole-3,2′-pyrrolidine]s through organocatalytic 1,3-dipolar cycloaddition via cycloreversion of precursor isatinimine homodimers

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