Deprotonative Generation of Cyclohexynes from Cyclic Enol Triflates Using Aluminate Bases

Deprotonative Generation of Cyclohexynes from Cyclic Enol Triflates Using Aluminate Bases
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使用铝酸盐碱从环烯醇三氟甲磺酸酯去质子化生成环己炔

DOI:
10.1002/ajoc.201800205
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发表时间:
2018
影响因子:
2.7
通讯作者:
Mori Atsunori
Mori Atsunori
中科院分区:
化学3区
文献类型:
--
作者:
Hioki Yuto;Yukioka Taro;Okano Kentaro;Mori Atsunori

文献摘要

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通过用三异丁基(2,2,6,6-四甲基哌啶基)铝酸锂作为碱处理相应的烯醇三氟甲磺酸酯来实现环己炔的去质子化生成。在60 °C下将涉及酯和氰基的六元烯醇三氟甲磺酸酯转化为相应的环己炔。将反应条件应用于与硝酮的[3+2]环加成以形成异恶唑啉。
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.