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(E)-and (Z)-1-(Phenylsulfonyl)-4-(trimethylsilyl)-2-butenes: Synthetic Equivalents for the 1-(1, 3-Butadienyl) Anion and the 1, 1-(1, 3-Butadienyl) Dianion

TP Meagher, L Yet, CN Hsiao…

文献索引:Meagher, Timothy P.; Yet, Larry; Hsiao, Chi-Nung; Shechter, Harold Journal of Organic Chemistry, 1998 , vol. 63, # 13 p. 4181 - 4192

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被引用次数: 17

摘要

(E)-and (Z)-1-(phenylsulfonyl)-4-(trimethylsilyl)-2-butenes (7 and 8) are converted by n-BuLi to (E)-and (Z)-1-lithio-1-(phenylsulfonyl)-4-(trimethylsilyl)-2-butenes (15 and 16) with retention of initial stereochemistries. Reactions of 15 and 16 with electrophiles (protio and deuterio acids, primary, secondary, and benzyl halides, chloroformates, chlorothioformates, acid chlorides, epoxides, trialkylsilyl chlorides, and triethylgermanyl chloride) in THF or ...