Organic Letters 2007-04-26

Straightforward stereoselective synthesis of spiro-epoxyoxindoles.

Verena Schulz, Marion Davoust, Margareth Lemarié, Jean-François Lohier, Jana Sopkova de Oliveira Santos, Patrick Metzner, Jean-François Brière

Index: Org. Lett. 9(9) , 1745-8, (2007)

Full Text: HTML

Abstract

[reaction: see text] 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.