Deprotonative Generation of Cyclohexynes from Cyclic Enol Triflates Using Aluminate Bases,Asian Journal of Organic Chemistry

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Deprotonative Generation of Cyclohexynes from Cyclic Enol Triflates Using Aluminate Bases
Asian Journal of Organic Chemistry ( IF 2.8 ) Pub Date : 2018-05-09 , DOI: 10.1002/ajoc.201800205
Yuto Hioki ₁ , Taro Yukioka ₁ , Kentaro Okano ₁ , Atsunori Mori ₁

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Deprotonative generation of cyclohexynes was achieved by treatment of the corresponding enol triflates with lithium triisobutyl(2,2,6,6‐tetramethylpiperidino)aluminate as a base. Six‐membered enol triflates involving an ester and a cyano group were converted to the corresponding cyclohexynes at 60 °C. The reaction conditions were applied to [3+2] cycloaddition with a nitrone to form the isoxazoline.

中文翻译：

使用铝酸盐碱从环状烯醇三氟甲磺酸盐的去质子代产生环己炔

通过用三异丁基（2,2,6,6-四甲基哌啶子基）铝酸锂作为碱处理相应的烯醇三氟甲磺酸盐，可以实现去己酮的去质子化生成。包含酯和氰基的六元烯醇三氟甲磺酸在60°C下转化为相应的环己炔。将反应条件应用于利用硝酮进行[3 + 2]环加成反应以形成异恶唑啉。

更新日期：2018-05-09

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