Synthesis of arylallenes by palladium-catalyzed retro-propargylation of homopropargyl alcohols
Synthesis of arylallenes by palladium-catalyzed retro-propargylation of homopropargyl alcohols
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DOI：
10.1021/ja800986m
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发表时间：
2008-04-16
影响因子：
15
通讯作者：
Shima, Koichiro
中科院分区：
文献类型：
--
作者：
Hayashi, Sayuri;Hirano, Koji;Shima, Koichiro
在钯催化下，用芳基卤处理叔高炔丙醇，区域选择性地得到芳基联烯。该反应包括逆炔丙基化，其通过环状过渡态以协同方式进行，并通过C-C键断裂转移高炔丙醇的立体化学。本发明的方法能够使用高炔丙醇作为联烯基金属等价物。
Treatment of tertiary homopropargyl alcohol with aryl halide under palladium catalysis provided arylallenes regioselectively. The reaction includes retropropargylation, which proceeds in a concerted fashion via a cyclic transition state and transfers the stereochemistry of homopropargyl alcohols through C-C bond cleavage. The present method enables the use of homopropargyl alcohols as allenylmetal equivalents.