Metallacycle-mediated allylic alcohol–alkyne reductive cross-coupling is described as a convergent solution to the synthesis of deoxypropionates. This approach offers superior step-economy in comparison to available strategies based on multistep iterative chain elongation. The technique is demonstrated in a concise synthesis of the C1–C11 subunit of borrelidin, and a total synthesis of (−)-vittatalactone.
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