Volume 38, Issue 4 pp. 497-501
Communication

Super High Throughput Screening (SHTS) of Chiral Ligands and Activators: Asymmetric Activation of Chiral Diol–Zinc Catalysts by Chiral Nitrogen Activators for the Enantioselective Addition of Diethylzinc to Aldehydes

Kuiling Ding

Kuiling Ding

Department of Chemical Technology, Faculty of Engineering, Tokyo Institute of Technology, 2-12-1 Ookayama, Meguro-ku, Tokyo 152 (Japan), Fax: (+81) 3-5734-2776

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Akihiro Ishii

Akihiro Ishii

Department of Chemical Technology, Faculty of Engineering, Tokyo Institute of Technology, 2-12-1 Ookayama, Meguro-ku, Tokyo 152 (Japan), Fax: (+81) 3-5734-2776

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Koichi Mikami

Koichi Mikami

Department of Chemical Technology, Faculty of Engineering, Tokyo Institute of Technology, 2-12-1 Ookayama, Meguro-ku, Tokyo 152 (Japan), Fax: (+81) 3-5734-2776

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Abstract

The most effective catalyst system for the enantioselective alkylation of an aldehyde on the basis of “asymmetric activation” can be found by super high throughput screening of chiral ligands (L*) and activators (A*) for the diethylzinc complex. The product, an optically active alcohol, could be obtained with 99% ee and in up to 100% yield (see reaction scheme). R=benzylidene.

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