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Synthesis of vinylboranes


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Various N-acylethylenediamine-based ligands were screened as catalysts for the asymmetric addition of vinylzinc reagents to aldehydes. The optimized ligand was found to catalyze the formation of (E)-allylic alcohols with high enantioselectivities for both aromatic and α-branched aldehydes, and vinylzinc reagents derived from both bulky and straight chain terminal alkynes.
C. M. Sprout, M. L. Richmond, C. T. Seto, J. Org. Chem., 2005, 70, 7408-7417.