Understanding the nucleophilicity of dioxindole under different reaction conditions is key to a direct and easy access to valuable spiro oxindole γ?butyrolactones and 3-substituted 3-hydroxyoxindole derivatives in excellent yields and enantioselectivities (see scheme). The preparation of maremycin?A serves as an example for the potential usefulness of this previously unexplored reactivity in natural product synthesis.
Dioxindole in asymmetric catalytic synthesis: Routes to enantioenriched 3-substituted 3-hydroxyoxindoles and the preparation of Maremycin A
Angew. Chem. Int. Ed. 2012, 51, 971-974.
Highlighted in Synfact 2012, 329