Ring cleavage of THP and THF ethers using dimethylboron bromide |
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Affiliation: | 1. Key Laboratory of Polymer Ecomaterials, Changchun Institute of Applied Chemistry, Chinese Academy of Sciences, Changchun 130022, China;2. School of Applied Chemistry and Engineering, University of Science and Technology of China, Hefei 230026, China |
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Abstract: | The reaction of dimethylboron bromide with THP and THF ethers was studied. Under conditions of kinetic control, these reactions proceed by selective cleavage of the ring carbon—oxygen bond to give acyclic α-bromo ethers. Treatment of these intermediates with a variety of nucleophiles gives ring-opened products. |
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