Lewis Acid Catalyzed Dual Strain-Release Platform for Transforming Azabicyclo[1.1.0]butanes into Functionalized Azetidines with Donor–Acceptor(D-A) Cyclopropanes and Bicyclo[1.1.0]butanes
Herein, we disclose a catalytic dual strain-release approach that achieves orthogonal N1 and C3 functionalization of azabicyclo[1.1.0]butanes (ABBs) through synergistic engagement with donor-acceptor cyclopropanes (DACs). Orthogonal Lewis acid polarization of the cyclopropane relays activation to ABB, permitting access to functionalized azetidines, through cleavage of the strained C-N bond of ABB. Extending this activation paradigm to bicyclo[1.1.0]butanes (BCBs) further demonstrates the generality of this concept.
Authors
- Pujan Sasmal (ORCID: https://orcid.org/0000-0002-6421-8397)
- Soumik Mondal
- Jaideep Saha (ORCID: https://orcid.org/0000-0002-1505-5130)
- Subhadeep Hazra
- Manveer Patel (ORCID: https://orcid.org/0009-0007-0375-9433)
- Rezwan Ahmed
- Swati De
Institutions
- Centre of Biomedical Research (IN)
- University of Kalyani (IN)
Publication Details
- Journal
- Organic Letters
- Published
- 2026-03-26
- DOI
- https://doi.org/10.1021/acs.orglett.6c00880
- Primary Topic
- Cyclopropane Reaction Mechanisms
- Type
- article
- Field-Weighted Citation Impact
- 0.00