Issue 6, 2009
From the journal:

Organic & Biomolecular Chemistry

Highly enantioselective asymmetric autocatalysis using chiral ruthenium complex-ion-exchanged synthetic hectorite as a chiral initiator†

Tsuneomi Kawasaki,ab   Toshiki Omine,a   Kenta Suzuki,a   Hisako Sato,cd   Akihiko Yamagishie  and  Kenso Soai*ab  

* Corresponding authors

a Department of Applied Chemistry, Tokyo University of Science, Kagurazaka, Shinjuku-ku, Tokyo, Japan
E-mail: soai@rs.kagu.tus.ac.jp
Fax: +81 3 5261 4631
Tel: +81 3 5228 8261

b Chiral Materials Research Center, Research Institute of Science and Technology, Tokyo University of Science, Kagurazaka, Shinjuku-ku, Tokyo, Japan

c Graduate School of Science, The University of Tokyo, Hongo, Bunkyo-ku, Tokyo, Japan

d PRESTO, Japan Science and Technology Agency, Chiba

e Ochanomizu University, Ohtsuka, Bunkyo-ku, Tokyo, Japan

Abstract

The synthetic hectorite containing intercalated chiral Δ- and Λ-tris(1,10-phenanthroline)ruthenium(II) ions acts as a heterogeneous chiral catalyst in the enantioselective addition of diisopropylzinc to pyrimidine-5-carbaldehyde to afford, in combination with asymmetric autocatalytic amplification of enantiomeric excess, 5-pyrimidyl alkanol with high enantiomeric excess.

Graphical abstract: Highly enantioselective asymmetric autocatalysis using chiral ruthenium complex-ion-exchanged synthetic hectorite as a chiral initiator

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Article information

DOI
https://doi.org/10.1039/B823282B
Article type
Communication
Submitted
05 Jan 2009
Accepted
15 Jan 2009
First published
23 Jan 2009

Org. Biomol. Chem., 2009,7, 1073-1075

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Highly enantioselective asymmetric autocatalysis using chiral ruthenium complex-ion-exchanged synthetic hectorite as a chiral initiator

T. Kawasaki, T. Omine, K. Suzuki, H. Sato, A. Yamagishi and K. Soai, Org. Biomol. Chem., 2009, 7, 1073 DOI: 10.1039/B823282B

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