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Copper(I) iodide-catalyzed cross-coupling reactions of (Z)-(1-trimethylsilyl-1-alkenyl)dicyclohexylboranes with allyl bromide or 1-bromo-1-hexyne gave stereoselectively (Z)-1,4-dienes or conjugated (Z)-enynes having a trimethylsilyl group on the internal carbon atom of the double bond.
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Hoshi et al. (1986) studied this question.
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