Chemistry Letters

Studies on organosilicon chemistry. 115. Alkoxymethylthiomethylsilanes as a Synthetic Equivalent of Thiocarbonyl Ylides. Synthesis of 1, 3-Oxathiolanes and …

M Hojo, M Ohkuma, A Hosomi

Index: Hojo, Makoto; Ohkuma, Masakazu; Hosomi, Akira Chemistry Letters, 1992 , # 6 p. 1073 - 1076

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Citation Number: 4

Abstract

Alkoxymethylthiomethylsilanes, easily prepared, react nucleophilically with aldehydes by the action of fluoride ion and electrophilically with silyl enol ethers in the presence of a Lewis acid. These products can be converted to 1, 3-oxathiolanes by acid catalysis and tetrahydrothiophenes by fluoride ion-promoted intramolecular alkylthiomethylation, respectively. By both sequential reactions alkoxymethylthiomethylsilanes serve as ...