Chemical Communications

Imine allylation by allylic trimethylsilanes via in situ formation of N-tosyliminium species from carbonyl compounds and toluene-p-sulfonamide with SnCl2 and N- …

Y Masuyama, J Tosa, Y Kurusu

文献索引：Masuyama, Yoshiro; Tosa, Jiro; Kurusu, Yasuhiko Chemical Communications, 1999 , # 12 p. 1075 - 1076

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摘要

N-Tosyliminium species, prepared in situ from carbonyl compounds and TsNH2 with SnCl2 and N-chlorosuccinimide, undergo nucleophilic addition of allylic silanes (imine allylation) to produce the corresponding homoallylic amines; the imine allylation by but-2- enyltrimethylsilane with aldehydes and TsNH2 leads to regio-and diastereo-selection to produce anti 1-substituted 2-methylbut-3-enylamines.