Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 55, Issue 8, Pages 2805-2809Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201511457
Keywords
C-C coupling; C-H activation; natural products; nitrogen heterocycles; palladium
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Funding
- Ministere de l'Education Nationale, de l'Enseignement Superieur et de la Recherche, Region Rhone-Alpes, Institut Universitaire de France
- University of Basel
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A variety of strained alpha-alkylidene-gamma-lactams were synthesized by palladium(0)-catalyzed intramolecular C(sp(3))-H alkenylation from easily accessible acyclic and monocyclic bromoalkene precursors. These lactams are valuable intermediates for accessing various classes of mono- and bicylic alkaloids containing a pyrrolidine ring, as illustrated with the synthesis of an advanced model of the marine natural product plakoridineA and of the indolizidine alkaloid delta-coniceine.
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