The Journal of Organic Chemistry

Vinyl-, allyl-, and phenylethynylsilanes. Effect of silicon on their reactions as dienophiles and the synthesis of phenylated phenyl-and benzylsilanes

ME Freeburger, L Spialter

文献索引：Freeburger,M.E.; Spialter,L. Journal of Organic Chemistry, 1970 , vol. 35, # 3 p. 652 - 657

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被引用次数: 27

摘要

The Diels-Alder reaction of vinyl-, allyl-, and phenylethynylsilanes with tetraphenylcyclopentadienone was studied. In all cases, the reaction was slower than that of the carbon analogs. Allylsilanes gave the expected adducts, albeit slowly, but phenylethynylsilanes were generally unreactive, only phenylethynyltrimethylsilane affording an adduct. The reaction of vinylsilanes was complicated by the fact that the ...