“Cut-and-Sew” Reactions of β-Lactams via C–C Bond Activation
Transition metal-catalyzed "cut-and-sew" reactions offer an efficient approach to construct bridged and fused scaffolds; however, the substrates have been primarily restricted to cyclic ketones and activated cyclopropanes. Here we report the first cut-and-sew transformation between β-lactams and alkenes/alkynes via C-C bond activation. Diverse bridged and fused nitrogen-heterocycles are prepared using this method with good functional group tolerance. The synthetic utility is demonstrated in the unified and streamlined preparation of norbenzomorphan-containing bioactive compounds.
Authors
- Liyan Kan (ORCID: https://orcid.org/0009-0009-3986-5910)
- Yoshiyuki Hari (ORCID: https://orcid.org/0000-0002-3903-7340)
- Guangbin Dong (ORCID: https://orcid.org/0000-0003-1331-6015)
- Rui Zhang (ORCID: https://orcid.org/0000-0002-3236-869X)
- Shou-Lin Lu
Institutions
- University of Chicago (US)
Publication Details
- Journal
- Journal of the American Chemical Society
- Published
- 2025-09-08
- DOI
- https://doi.org/10.1021/jacs.5c12770
- Primary Topic
- Cyclopropane Reaction Mechanisms
- Type
- article
- Field-Weighted Citation Impact
- 0.00