Journal
CHEMISTRY-A EUROPEAN JOURNAL
Volume 20, Issue 14, Pages 3927-3931Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201400321
Keywords
aerobic oxidation; copper; dearomatization; nitrosoformate; regioselectivity
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Funding
- CSC (Chinese Scholarship Council)
- Heinz Gotze Memorial Fellowship programme of the Athenaeum Foundation fellowship
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An unprecedented copper-catalyzed acylnitroso dearomatization reaction, which expands the traditional acylnitroso ene reaction and acylnitroso Diels-Alder reaction to a new type of transformation, has been developed under aerobic oxidation. Intermolecular and intra-/intermolecular reaction modes demonstrate an entirely different N- or O-acylnitroso selectivity. Hence, we can utilize this reaction as a highly diastereoselective access to a series of new pyrroloindoline derivatives, which are important structural motifs for natural-product synthesis.
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