Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 56, Issue 23, Pages 6604-6608Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201701147
Keywords
[4+1]-cycloadditions; cyclopropane rearrangements; diazooxindoles; spirooxindole alkaloids; vinyl isocyanates
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Funding
- National Science Foundation [CAREER CHE-1056242]
- Walther Cancer Foundation Advancing Basic Cancer Research Program
- Direct For Mathematical & Physical Scien
- Division Of Chemistry [1056242] Funding Source: National Science Foundation
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A Rh-II-catalyzed, formal [4+1]-cycloaddition between diazooxindoles as electrophilic C-1 synthons and 1,3-heterodienes for the construction of spirooxindole pyrrolones is described. Employing vinyl isocyanates as 1,4-dipoles, the cycloannulation occurs under relatively mild conditions and provides the corresponding pyrrolones in good to excellent yields.
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