Go Yamagiwa, Hiroki Murata, Kazuhiko Semba and Tetsuaki Fujihara*,
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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.
期刊介绍:
Journal of Organic Chemistry welcomes original contributions of fundamental research in all branches of the theory and practice of organic chemistry. In selecting manuscripts for publication, the editors place emphasis on the quality and novelty of the work, as well as the breadth of interest to the organic chemistry community.