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n-Butyllithium-promoted regioselective elimination of vicinal bis-triflate having an adjacent ether oxygen
Tetrahedron Letters ( IF 1.8 ) Pub Date : 2017-09-18 , DOI: 10.1016/j.tetlet.2017.09.036
Noriki Kutsumura , Kota Shibuya , Hitoshi Yamaguchi , Takao Saito

Regioselective elimination of a vicinal bis-triflate having an adjacent ether oxygen functional group has been developed. Considered in the context of our studies of the regioselective elimination of vicinal dibromide, the key to the mechanism involves the electron-withdrawing inductive effect of the neighboring oxygen functional group. Aliphatic vinyl triflate was shown to be effective in Suzuki–Miyaura cross coupling compared with corresponding aliphatic vinyl bromide.



中文翻译:

丁基锂促进区域选择性消除具有相邻醚氧的邻位双三氟甲磺酸酯

已经开发了区域选择性消除具有相邻的醚氧官能团的邻位双三氟甲磺酸酯。在我们关于选择性选择性去除邻位二溴化物的研究背景下考虑,该机制的关键涉及相邻氧官能团的吸电子诱导作用。与相应的脂肪族乙烯基溴化物相比,脂肪族三氟甲磺酸乙烯酯在Suzuki-Miyaura交叉偶联中被证明是有效的。

更新日期:2017-09-18
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