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Straightforward Stereoselective Synthesis of Spiro-epoxyoxindoles

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posted on 26.04.2007, 00:00 by Verena Schulz, Marion Davoust, Margareth Lemarié, Jean-François Lohier, Jana Sopkova de Oliveira Santos, Patrick Metzner, Jean-François Brière
The in situ preparation of a sulfonium ylide reagent achieved the highly diastereoselective epoxidation of isatins, so that a new and straightforward access to biologically significant spiro-epoxyoxindoles is provided. The first investigations of an asymmetric version are reported with enantiopure sulfides.