Benzamide‐Directed Hydroarylative Cross‐Couplings Using Minimally Activated Alkenes: Enantioselective Synthesis of Tertiary and Quaternary Stereocenters
Abstract Ir‐systems modified with ferrocene‐based homochiral diphosphonite ligands, prepared from functionalized SPINOL derivatives, promote benzamide‐directed hydroarylative cross‐couplings involving minimally activated alkenes. The processes are highly branched selective and enantioselective. Accordingly, tertiary benzylic stereocenters are generated under byproduct‐free conditions. This contrast with conventional cross‐coupling approaches, which are less step and atom economical. Preliminary results show that the process extends to the formation of quaternary benzylic stereocenters.
Authors
- Timothy P. Aldhous (ORCID: https://orcid.org/0000-0003-2031-7454)
- Lyman J. Feron
- Raymond T. Chung (ORCID: https://orcid.org/0000-0003-1338-9564)
- Paul D. Kemmitt (ORCID: https://orcid.org/0000-0002-5374-6557)
- John F. Bower (ORCID: https://orcid.org/0000-0002-7551-8221)
- Simon Grélaud
- Andrew G. Dalling (ORCID: https://orcid.org/0000-0001-9336-8717)
- Richard J. Mudd (ORCID: https://orcid.org/0000-0002-4988-7496)
- Phillippa Cooper (ORCID: https://orcid.org/0000-0002-8422-0945)
- Abbas Hassan (ORCID: https://orcid.org/0000-0001-6088-431X)
Institutions
- AstraZeneca (United Kingdom) (GB)
- University of Liverpool (GB)
- Al Ain University (AE)
- United Arab Emirates University (AE)
- University of Bristol (GB)
Publication Details
- Journal
- Angewandte Chemie
- Published
- 2025-03-20
- DOI
- https://doi.org/10.1002/ange.202502569
- Primary Topic
- Advanced Synthetic Organic Chemistry
- Type
- article
- Field-Weighted Citation Impact
- 0.00