Enantioselective conjugate addition of alkylboranes catalyzed by a copper-N-heterocyclic carbene complex |
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Authors: | Yoshida Mika Ohmiya Hirohisa Sawamura Masaya |
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Affiliation: | Department of Chemistry, Faculty of Science, Hokkaido University, Sapporo 060-0810, Japan. |
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Abstract: | The first catalytic enantioselective conjugate addition of alkylboron compounds has been achieved. Reactions between alkylboranes and imidazol-2-yl α,β-unsaturated ketones proceeded with high enantioselectivity under the influence of a Cu(I) catalyst system, prepared in situ from CuCl, a new chiral imidazolium salt as a precursor for the N-heterocyclic carbene ligand, and PhOK. Alkylboranes are widely obtained via alkene hydroboration. A variety of functional groups are tolerated in alkylboranes and α,β-unsaturated ketones. |
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