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Abstract
The hydroboration of propargyl chloride by means of a dialkylborane affords 3-chloro-prop-1-en-1-yl boranes 6 which, in the presence of a quaternary ammonium chloride, rearrange into allylic boranes 9 and 10, precursors of (E)-homoallylic alcohols 7 or anti-homoallylic alcohols 5, respectively. Synthetic protocols for the selective generation of 5 and 7 were developed.
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