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. 2007 Oct 25;9(22):4623-6.
doi: 10.1021/ol702132v. Epub 2007 Oct 6.

Concise, stereoselective approach to the spirooxindole ring system of citrinadin A

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Concise, stereoselective approach to the spirooxindole ring system of citrinadin A

Martin Pettersson et al. Org Lett. .

Abstract

The spirooxindole ring system of citrinadin A has been synthesized with excellent control over the absolute stereochemistry at the spirocenter. The key step involves a novel diastereoselective DMDO-mediated oxidative rearrangement employing an 8-phenylmenthol chiral auxiliary on the indole nitrogen.

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