Allylation of Imines with Allyltrimethylsilane and Experimental Evidences for a Fluoride-Triggered Autocatalysis Mechanism of the Sakurai-Hosomi Reaction

DK Wang, YG Zhou, Y Tang, XL Hou…

文献索引：Wang, De-Kun; Zhou, Yong-Gui; Tang, Yong; Hou, Xue-Long; Dai, Li-Xin Journal of Organic Chemistry, 1999 , vol. 64, # 12 p. 4233 - 4237

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被引用次数: 71

摘要

This article reports the reaction of allyltrimethylsilane 1 with aldimines 2 in the presence of tetra-n-butylammonium fluoride to give the corresponding homoallylamines 3 in moderate to excellent yields. The allylation mechanism of imines as well as that of aldehydes can be reasonably interpreted by a fluoride-triggered autocatalytic procedure.