A highly efficient and convenient method for the monozirconation
of silyl- or tert-butyl-substituted 1,3-butadiynes
using the Negishi reagent has been developed. The resulting zirconium
butadiyne complexes undergo two syn-SE2′ reactions
with various aldehydes to yield the cis-[3]cumulenic
diols with moderate to high diastereoselectivities. The silyl substituents
at the butadiyne terminus show remarkable influence on the diastereoselectivity.
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