Reductive Cleavage of Propargylic Ethers with Alkali Metal: Application to the Synthesis of Allenylboronates

Reductive Cleavage of Propargylic Ethers with Alkali Metal: Application to the Synthesis of Allenylboronates
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DOI:
10.1021/acs.orglett.1c03316
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发表时间:
2021-10-25
期刊:
影响因子:
5.2
通讯作者:
Yorimitsu, Hideki
Yorimitsu, Hideki
中科院分区:
化学1区
文献类型:
--
作者:
Koyama, Shunsuke;Takahashi, Fumiya;Yorimitsu, Hideki

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Treatment of propargylic ethers with sodium dispersion in the presence of lithium iodide results in the generation of the corresponding carbanion species via cleavage of the propargylic C-O bond. The anionic species react with trimethoxyborane to yield the allenylboronates including highly substituted ones that are difficult to synthesize.