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Commercially available neat organozincs as highly reactive reagents for catalytic enantioselective addition to ketones and aldehydes under solvent free conditions
Authors:Manabu HatanoTomokazu Mizuno  Kazuaki Ishihara
Institution:a School of Engineering, Nagoya University, Furo-cho, Chikusa, Nagoya 464-8603, Japan
b Japan Science and Technology Agency (JST), CREST, Furo-cho, Chikusa, Nagoya 464-8603, Japan
Abstract:Neat Et2Zn, Ph2Zn, and highly concentrated Me2Zn are highly reactive organozinc reagents, which are commercially available in bulk quantities. We here report a catalytic enantioselective Et2Zn, Ph2Zn, and Me2Zn addition to ketones and aldehydes under solvent free or highly concentrated conditions without Ti(Oi-Pr)4 as a conventional activator of organozinc reagents. The desired optically active tertiary and secondary alcohols were obtained in good yield with high enantioselectivity when compared to the conventional solvent-use conditions. From the viewpoint of ecological and environmental reasons in green chemistry, this catalysis would be practical for not only academic but also industrial use.
Keywords:Asymmetric catalysis  Organozinc addition  Solvent free  Aldehyde  Ketone  Secondary alcohol  Tertiary alcohol
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