Triethylgallium as a nonnucleophilic base to generate enolates from ketones.
Triethylgallium as a nonnucleophilic base to generate enolates from ketones.
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DOI：
10.1002/chin.200708047
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发表时间：
2006-10
期刊：
影响因子：
5.2
通讯作者：
Y. Nishimura;Yutaka Miyake;Ryo Amemiya;M. Yamaguchi
中科院分区：
文献类型：
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作者：
Y. Nishimura;Yutaka Miyake;Ryo Amemiya;M. Yamaguchi
三乙基镓在125-175℃下去质子化环酮和无环酮，不形成羰基加成产物，生成的烯醇化镓经过简单的C-苯甲酰化和Aldol反应。在动力学控制下，不对称酮在亚甲基部分优先烯醇化。[反应：见正文]
Triethylgallium deprotonated cyclic and acyclic ketones at 125-175 degrees C without forming carbonyl addition products, and the resulting gallium enolates underwent facile C-benzoylation and an aldol reaction. Unsymmetrical ketones were preferentially enolized at the methylene moiety, which was under kinetic control. [reaction: see text]