Importance of Lewis acid mediated electron transfer in Mukaiyama-Michael reaction of ketene silyl acetals
Importance of Lewis acid mediated electron transfer in Mukaiyama-Michael reaction of ketene silyl acetals
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路易斯酸介导的电子转移在烯酮甲硅烷基缩醛的 Mukaiyama-Michael 反应中的重要性
DOI：
10.1021/ja00010a075
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发表时间：
1991
影响因子：
15
通讯作者：
S. Fukuzumi
中科院分区：
文献类型：
--
作者：
Tsuneo Sato;Y. Wakahara;J. Otera*;H. Nozaki;S. Fukuzumi
Mukaiyama反应的机理从未从电子转移的角度研究过。我们得出结论，Lewis介导的电子从受阻烯酮硅基缩醛到α-烯酮的转移在连接季碳中心中起重要作用。结论揭示了烯酮硅基缩醛化学的一个新方面，因此相关的反应应该沿着这条线重新检查，特别是在立体化学方面
The mechanism of the Mukaiyama reaction has never been examined from the standpoint of electron transfer. We conclude here that the Lewis mediated electron transfer from hindered ketene silyl acetals to α-enones plays an essential role in connecting quaternary carbon centers. The conclusion sheds light on a novel facet of the ketene silyl acetal chemistry, and consequently relevant reactions should be reexamined along this line, particularly in terms of stereochemistry