Regioselective α-Allylation of Cyclic Allylborates with Allylic Bromides
Allylic boron compounds are valuable nucleophiles for introducing allylic moieties into organic compounds. While numerous examples of γ-selective functionalization, such as the allylboration of carbonyl compounds, have been reported, α-selective carbon-carbon bond formation involving allylborates remains limited. In this study, α-selective allylation of cyclic allylborates was achieved using allylic bromides as carbon-based electrophiles. The reaction between cyclic allylborates and allylic bromides produced various allylboronates in moderate to good yields.
Authors
- Kazuhiko Semba (ORCID: https://orcid.org/0000-0001-7903-4091)
- Tetsuaki Fujihara (ORCID: https://orcid.org/0000-0002-6687-2528)
- Hiroyuki Murata
- Go Yamagiwa
Institutions
- Kyoto University (JP)
Publication Details
- Journal
- The Journal of Organic Chemistry
- Published
- 2025-03-31
- DOI
- https://doi.org/10.1021/acs.joc.5c00135
- Primary Topic
- Asymmetric Synthesis and Catalysis
- Type
- article
- Field-Weighted Citation Impact
- 0.00
Funders
- Japan Society for the Promotion of Science
- Core Research for Evolutional Science and Technology