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Reaction of gem-dichloroallyllithium with aldehydes, ketones, and other organic substrates. An example of electronic control of regioselectivity in the reactions of an …

D Seyferth, GJ Murphy, B Mauze

文献索引:Seyferth,D. et al. Journal of the American Chemical Society, 1977 , vol. 99, # 16 p. 5317 - 5330

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被引用次数: 63

摘要

Abstract: The reactions of gem-dichloroallyllithium, obtained by the action of n-butyllithium on 3, 3-dichloroallyltriphenyllead in THF at-95 OC, with a variety of organic substrates have been investigated. Hydrolysis gives HCC12CH= CH2 and alkylation of the reagent with organic halides and acylation using esters occurred with formation of the new CC bond at the CClz terminus of the reagent. The addition of this reagent to the C= O bond of ...