Volume 39, Issue 20 pp. 3707-3710
Communication

Asymmetric Activation/Deactivation of Racemic Ru Catalysts for Highly Enantioselective Hydrogenation of Ketonic Substrates

Koichi Mikami Prof. Dr.

Koichi Mikami Prof. Dr.

Department of Chemical Technology Tokyo Institute of Technology Ookayama, Meguro-ku, Tokyo 152-8552 (Japan) Fax: (+81) 3-5734-2776

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Toshinobu Korenaga Dr.

Toshinobu Korenaga Dr.

Department of Chemical Technology Tokyo Institute of Technology Ookayama, Meguro-ku, Tokyo 152-8552 (Japan) Fax: (+81) 3-5734-2776

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Takeshi Ohkuma Prof. Dr.

Takeshi Ohkuma Prof. Dr.

Department of Chemistry and Molecular Chirality Research Unit, Nagoya University Chikusa, Nagoya 464-8602 (Japan)

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Ryoji Noyori Prof. Dr.

Ryoji Noyori Prof. Dr.

Department of Chemistry and Molecular Chirality Research Unit, Nagoya University Chikusa, Nagoya 464-8602 (Japan)

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We are grateful to Drs. H. Kumobayashi and N. Sayo of the Takasago International Corp. for providing the BINAP ligands. We also thank Dr. Kenji Yoza of the Nippon Bruker Co. for X-ray analysis of the [RuCl2(dm-dabn)(binap)] complex. This work was financially supported by the Ministry of Education, Science, Sports, and Culture of Japan (Nos. 07CE2004, 09238209, and 10208204) and the Research Fellowships of the Japan Society for the Promotion of Science.

Abstract

By maximizing the difference in the catalytic activity between enantiomers of racemic catalysts, high enantioselectivity can be achieved in the hydrogenation of ketones. This is accomplished through a combination of asymmetric activation and deactivation (see scheme).

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