Synthesis 2004(12): 1947-1950  
DOI: 10.1055/s-2004-829157
PAPER
© Georg Thieme Verlag Stuttgart · New York

Enantioselective Henry Reaction Catalyzed by Salen-Cobalt Complexes

Youichi Kogami, Takahiro Nakajima, Taketo Ikeno, Tohru Yamada*
Department of Chemistry, Faculty of Science and Technology, Keio University, Hiyoshi, Kohoku-ku, Yokohama 223-8522, Japan
Fax: +81(45)5661716; e-Mail: yamada@chem.keio.ac.jp;
Further Information

Publication History

Received 9 March 2004
Publication Date:
21 July 2004 (online)

Abstract

The enantioselective Henry reaction catalyzed by the optically active salen-cobalt complexes, proceeded to afford β-hydroxynitroalkanes­ in good-to-high yields with high enantio­selectivity.

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In case of contamination with the cobalt-salen complex after the purification by the column chromatography, the pure product could be obtained as follows: To the CH2Cl2 solution of the contaminated product (ca. 0.5 mmol), silver hexafluoroantimonate (34.3 mg, 0.1 mmol) was added at -78 °C. After stirring for 30 min, the mixture was purified by a short column chromatography to afford the pure product.