Rhodium(I)-Catalyzed Allenic Carbocyclization Reaction Affording δ- and ε-Lactams
This letter extends the scope of the rhodium(I)-catalyzed allenic Alder-ene carbocyclization reaction to the preparation of δ- and ε-lactams from amides. A variety of allenic propiolamides were cycloisomerized to give a number of unsaturated δ-lactams. In addition, allenic propargylamides give good...
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Veröffentlicht in: | Organic letters 2007-01, Vol.9 (2), p.347-349 |
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Hauptverfasser: | , , , |
Format: | Artikel |
Sprache: | eng |
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Zusammenfassung: | This letter extends the scope of the rhodium(I)-catalyzed allenic Alder-ene carbocyclization reaction to the preparation of δ- and ε-lactams from amides. A variety of allenic propiolamides were cycloisomerized to give a number of unsaturated δ-lactams. In addition, allenic propargylamides give good yields of the corresponding ε-lactams. Formation of lactams possessing these ring sizes has rarely been accomplished via transition-metal-catalyzed carbon−carbon bond forming strategies. Thus, this approach provides an alternative strategy for synthesizing these substructures. |
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ISSN: | 1523-7060 1523-7052 |
DOI: | 10.1021/ol062842u |