Synthesis of Functionalized 1-Alkenylboronates via Hydroboration-Dealkylation of Alkynes with Diisopinocampheylborane |
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Authors: | Akira Kamabuchi Tsukasa Moriya Norio Miyaura Akira Suzuki |
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Institution: | Department of Applied Chemistry, Faculty of Engineering , Hokkaido University , Sapporo, 060, Japan |
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Abstract: | Hydroborations of propargyl chloride, ethyl propiolate, 3-trimethylsilyloxy-1-butyne, 1,1-diethoxy-2-propyne, 1-iodo- and 1-bromo-1-hexyne, and 1-bromo-3-chloro-1-propyne with diisopinocampheylborane 1, followed by dealkylation of the isopinocampheyl groups with acetaldehyde provide the corresponding 1-alkenylboronates in high yields with high regioselectivity. |
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