Concise, stereoselective approach to the spirooxindole ring system of citrinadin A
- PMID: 17918954
- DOI: 10.1021/ol702132v
Concise, stereoselective approach to the spirooxindole ring system of citrinadin A
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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