Journal of Organic Chemistry p. 265 - 267 (1981)
Update date:2022-08-11
Topics:
Tzeng, Dongjaw
Weber, William P.
Allyl methyl ether and benzyl methyl ether react with sodium and trimethylchlorosilane to yield, respectively, allyltrimethylsilane and benzyltrimethylsilane. α,α-Dimethylallyl methyl ether and γ,γ-dimethylallyl methyl ether react with sodium and trimethylchlorosilane to yield γ,γ-dimethylallyltrimethylsilane. α-Methylallyl methyl ether and trans-γ-methylallyl methyl ether react with trimethylchlorosilane and sodium to yield similar product mixtures of α-methylallyltrimethylsilane and cis- and trans-γ-methylallyltrimethylsilane.These results are discussed in ter ms of a mechanism involving electron transfer to yield allylic radicals and allylic anion intermediates.
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