Highly Enantioselective Cr(salen)-Catalyzed Mukaiyama Aldol Reaction: Construction of δ-Hydroxy-β-keto Ester Derivatives

Yuya Shimada; Yuko Matsuoka; Ryo Irie; Tsutomu Katsuki

doi:10.1055/s-2003-43351

LETTER

Highly Enantioselective Cr(salen)-Catalyzed Mukaiyama Aldol Reaction: Construction of δ-Hydroxy-β-keto Ester Derivatives

Yuya Shimada, Yuko Matsuoka, Ryo Irie, Tsutomu Katsuki*
Department of Chemistry, Faculty of Science, Graduate School, Kyushu University, 33, Hakozaki, Higashi-ku, Fukuoka 812-8581, Japan
Fax: +81(92)6422607; e-Mail: katsuscc@mbox.nc.kyuhsu-u.ac.jp;

Abstract

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Abstract

Mukaiyama aldol reactions of silyl dienol ether and aldehydes proceeded with high enantioselectivity to give δ-hydroxy-β-keto ester derivatives by using chiral cationic Cr(salen) complex as catalyst in the presence of isopropyl alcohol and base (triethylamine or 2,6-dimethylpyridine).

Key words

Mukaiyama aldol reaction - asymmetric catalysis - Cr(salen) - δ-hydroxy-β-keto ester

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References

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