Tetrahedron

Fluoride catalyzed reaction of silylacetylenes with carbonyl compounds

I Kuwajima, E Nakamura, K Hashimoto

文献索引：Kuwajima, I.; Nakamura, E.; Hashimoto, K. Tetrahedron, 1983 , vol. 39, # 6 p. 975 - 982

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被引用次数: 63

摘要

(Phenylethynyl) trimethylsilane undergoes nuclcophilic addition to a variety of carbonyl compounds in the presence of a catalytic amount of fluoride anion to give silylated propargyl alcohol derivatives. The reaction fails with enolizable enones and cyclopentanone. The reaction of bis (trimethylsilyl) acetylene does not stop at the stage of monoadduct, and affords a considerable amount of symmetric bisadduct.(Trimethylsilyl) acetylene attacks 4-t ...