Regio- and Stereoselective Deprotonation and Functionalization of Strained 1-Aza[n.1.0]bicycles
-C2-H bond is the thermodynamic site of deprotonation and that the ABP 1,2-boronate rearrangement is outcompeted by deleterious C3 intermolecular nucleophilic addition. This work expands the synthetic utility of azabicyclic scaffolds and provides a blueprint for exploiting strained heterocycles for stereoselective synthesis.
Authors
- J. Soler
- Jasper L. Tyler (ORCID: https://orcid.org/0000-0002-3155-1847)
- Varinder Kumar Aggarwal (ORCID: https://orcid.org/0000-0003-0344-6430)
- Fernanda Duarte (ORCID: https://orcid.org/0000-0002-6062-8209)
- Ting Xie
- James D. Somper (ORCID: https://orcid.org/0009-0008-7942-5576)
- Molly Fairchild
- Tom Plowright
Institutions
- University of Bristol (GB)
- University of Oxford (GB)
Publication Details
- Journal
- Journal of the American Chemical Society
- Published
- 2026-04-22
- DOI
- https://doi.org/10.1021/jacs.6c03462
- Primary Topic
- Coordination Chemistry and Organometallics
- Type
- article
- Field-Weighted Citation Impact
- 0.00
Funders
- University of Bristol
- China Scholarship Council
- Engineering and Physical Sciences Research Council