Reactions of allylsilanes with simple iminium salts in water: A facile route to piperidines via a aminomethano desilylation-cyclization process

SD Larsen, PA Grieco, WF Fobare

Index: Larsen, Scott D.; Grieco, Paul A.; Fobare, William F. Journal of the American Chemical Society, 1986 , vol. 108, # 12 p. 3512 - 3513

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Citation Number: 76

Abstract

We recently demonstrated that simple iminium salts generated in aqueous medium are sufficiently reactive to undergo [4+ 21 cyclocondensation with unactivated dienes (cf. eq l). I In connection with an ongoing project it was of interest to determine if iminium ion chemistry could be extended to allylsilanes in water? The well-documented reactivity of allylsilanes toward electrophiles3” suggested that treatment of allyltrimethylsilane with an N- ...

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