Straightforward stereoselective synthesis of spiro-epoxyoxindoles.

Org Lett

Laboratoire de Chimie Moléculaire et Thio-organique (UMR CNRS 6507), ENSICAEN Université de Caen, 6 Boulevard du Maréchal Juin, 14050 Caen, France.

Published: April 2007

[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.

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http://dx.doi.org/10.1021/ol070439xDOI Listing

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