Allylation of imines with allyltrimethylsilane and experimental evidences for a fluoride-triggered autocatalysis mechanism of the Sakurai-Hosomi reaction

被引:78
作者
Wang, DK [1 ]
Zhou, YG [1 ]
Tang, Y [1 ]
Hou, XL [1 ]
Dai, LX [1 ]
机构
[1] Chinese Acad Sci, Shanghai Inst Organ Chem, Organomet Chem Lab, Shanghai 200032, Peoples R China
关键词
D O I
10.1021/jo980767y
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
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.
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页码:4233 / 4237
页数:5
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