α-Lithioalkoxysilanes: applications to alkene synthesis

…, SA Dandekar, JJ Longlet, RD Thomas

Index: Bates, Tim F.; Dandekar, Sushama A.; Longlet, Jon J.; Thomas, Ruthanne D. Journal of Organometallic Chemistry, 2001 , vol. 625, # 1 p. 13 - 22

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Citation Number: 3

Abstract

α-Lithioalkoxysilanes [RO (Me2) Si] CH (Li)(X), where R= Me or Et and X= H or SiMe3, react with carbonyl compounds in hydrocarbon solution to produce alkenes in moderate to high yield via Peterson-type reactions. For X= SiMe3, the corresponding vinylsilanes are isolated directly following work-up. The reaction is regiospecific and shows fair stereoselectivity. When the carbonyl substrates are cyclic ketones in six-or seven-membered rings, the ...