Vitamin B<sub>12</sub> and Micellar Solution Enable Regioselective Ring Opening of Epoxides and Aziridines with Electrophilic Olefins
Vitamin B<sub>12</sub>, a water-soluble cobalt complex, is inherently predisposed to catalyze reactions under aqueous conditions. Despite its potential, adopting this strategy for transformations of hydrophobic reagents has been challenging, because of their low aqueous solubility. Here, we demonstrate that vitamin B<sub>12</sub> promotes the reaction of epoxides and aziridines with electrophilic olefins in a micellar system. The desired products are obtained efficiently in a fully regioselective manner. This green catalytic approach further advances the use of vitamin B<sub>12</sub> in sustainable catalysis providing a valuable method to synthesize important intermediates.
Authors
- Krzysztof Mazurek (ORCID: https://orcid.org/0000-0002-9302-2633)
- Dorota Gryko (ORCID: https://orcid.org/0000-0002-5197-4222)
- Tomasz Wdowik (ORCID: https://orcid.org/0000-0002-9840-1501)
- Martin Andersson (ORCID: https://orcid.org/0000-0002-4921-1461)
- Kitti Franciska Szabó (ORCID: https://orcid.org/0000-0001-6224-1342)
- Aleksandra Potrząsaj (ORCID: https://orcid.org/0000-0003-0549-7792)
Institutions
- King Fahd University of Petroleum and Minerals (SA)
- Institute of Organic Chemistry (PL)
- Polish Academy of Sciences (PL)
Publication Details
- Journal
- Organic Letters
- Published
- 2025-05-23
- DOI
- https://doi.org/10.1021/acs.orglett.5c01376
- Citations
- 3
- Primary Topic
- Synthesis and Catalytic Reactions
- Type
- article
- Field-Weighted Citation Impact
- 2.81
Funders
- Narodowe Centrum Nauki