Enantioselective Conjugate Addition of Alkylboranes Catalyzed by a Copper–N-Heterocyclic Carbene Complex

M Yoshida, H Ohmiya, M Sawamura

Index: Nagao, Kazunori; Yokobori, Umi; Makida, Yusuke; Ohmiya, Hirohisa; Sawamura, Masaya Journal of the American Chemical Society, 2012 , vol. 134, # 21 p. 8982 - 8987

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Citation Number: 40

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 ...