Journal of the American Chemical Society

Carbon-carbon bond formation by selective coupling of n-alkylcopper reagents with organic halides

EJ Corey, GH Posner

Index: Corey,E.J.; Posner,G.H. Journal of the American Chemical Society, 1968 , vol. 90, p. 5615 - 5616

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Citation Number: 162

Abstract

(7) diminish. In our experience the optimum temperature tends to increase (within the over- all range-95 to 0') with decreasing reactivity of the halide, approximately in the order> C= CH (I, Br), RCH2CH21,> C= CR (1, Br),> C= CRCl, RCH2CH2C1. Secondary halides are much less suited to coupling with lithium din-butylcopper than are primary halides. For example, reaction of this copper reagent with cyclohexyl iodide either in ether or tetrahydrofuran ...