Facile SN′ reaction of alkyl-lithiums with 2-vinyl-1, 3-dioxane

WF Bailey, DL Zartun

Index: Bailey, William F.; Zartun, Donna L. Journal of the Chemical Society, Chemical Communications, 1984 , # 1 p. 34 - 35

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Citation Number: 1

Abstract

Treatment of 2-vinyl-1, 3-dioxane with n-, s-or t-butyl-lithium in diethyl ether or n-pentane solution results in facile nucleophilic addition of RLi to the carbon–carbon double bond with concomitant cleavage of the ring C–O bond (SN′ process) to give high yields of enol ethers having the structure HO [CH2] 3OCHCHCH2R.