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Synlett 2000; 2000(3): 319-322
DOI: 10.1055/s-2000-6527
DOI: 10.1055/s-2000-6527
letter
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Synthesis of Bicyclic Lactams via Ring Closing Olefin Metathesis and Intramolecular Heck Reaction
Further Information
Publication History
Publication Date:
31 December 2000 (online)
![](https://www.thieme-connect.de/media/synlett/200003/lookinside/thumbnails/10.1055-s-2000-6527-1.jpg)
The application of the ring closing olefin metathesis and the intramolecular Heck reaction as key steps in the synthesis of 6,5- and 7,5-fused enantiomerically pure bicyclic lactams starting from a chiral pyrrolidone is shown. The diolefinic cyclization precursors can be obtained by a combined electrochemical oxidation-N-acyliminium coupling reaction and a subsequent N-alkylation using an unsaturated alkyl bromide.
cyclizations - lactams - metathesis - Heck reaction - electrooxidation