Stereochemically pure (E)-1-chloro(or bromo)alk-1-enes were obtained in sufficiently good yields from alk-1-ynes via hydroboration with dialkylborane followed by reactions with facile reagents; corresponding copper(II) halides, in the presence of a small amount of water, in polar aprotic solvents.
Y. Masuda, M. Hoshi and A. Arase, J. Chem. Soc., Perkin Trans. 1, 1992, 2725 DOI: 10.1039/P19920002725
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