Vinylic organoboranes. 12. Synthesis of (Z)-1-halo-1-alkenes via hydroboration of 1-halo-1-alkynes followed by protonolysis

HC Brown, CD Blue, DJ Nelson…

Index: Brown, Herbert C.; Blue, Clarence D.; Nelson, Donna J.; Bhat, Narayan G. Journal of Organic Chemistry, 1989 , vol. 54, # 26 p. 6064 - 6067

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Citation Number: 57

Abstract

results are found in the'H NMR spectra." Compounds 3 and 5 both show small shifts for H2 on changing from CDC13 to THF. However, for the halogen-containing compounds 4 and 6, the 9-BBN derivatives show much greater shifts than the ChxzBH derivatives on changing from CDC13 to THF. This is again consistent with a greater interaction of the THF with the 9- BBN compounds.