Dimethyl sulfoxide-Chlorotrimethylsilane

ENOL ETHERS Chlorotrimethylsilane-Sodium iodide. Dimethyl sulfoxide. 

SULFOXIDES Chlorotrimethylsilane- Zinc. Sodium borohydride-Cobalt(II) chloride. DESILYLATION Cesium fluoride. Potassium /-butoxide-Dimethyl sulfoxide. Potassium hydride. 

A similar reaction occurred when (la,laj8,9b 8)-e tfo-l-chloro-la-trimethylsilyl-la,9b-dihydrocyclopropa[/]phenanthrene reacted with a mixture of potassium tcrt-butoxide and potassium benzeneselenolate dissolved in dimethyl sulfoxide. Elimination of chlorotrimethylsilane afforded la//-cyclopropa[/]phenanthrene, which reacted with benzeneselenolate at both ends of the cyclopropene double bond and gave la-phenylseleno-la,9b-dihydrocyclopro-... 

A number of cyclopropyl silyl ethers have been prepared by treating cyclopropanols with chloro-silanes. Most frequently the alcohol is reacted with chlorotrimethylsilane in the presence of a weak base such as triethylamine, or pyridine, but reactions without base present have also been performed. The yields are often good thus, l-(l-ethylidenehexyl)cyclopropanol reacted with chlorotrimethylsilane in diethyl ether and dimethyl sulfoxide containing triethylamine to give l-(l-ethylidenehexyl)-l-trimethylsiloxycyclopropane (1) in excellent yield. ... 

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