Dipeptide-Catalyzed Direct Asymmetric Aldol Reaction

Lan-Xiang Shi; Qi Sun; Ze-Mei Ge; Yong-Qiang Zhu; Tie-Ming Cheng; Run-Tao Li

doi:10.1055/s-2004-831324

LETTER

Dipeptide-Catalyzed Direct Asymmetric Aldol Reaction

Lan-Xiang Shi, Qi Sun, Ze-Mei Ge, Yong-Qiang Zhu, Tie-Ming Cheng, Run-Tao Li*
School of Pharmaceutical Sciences, Peking University, Beijing 100083, P. R. China
Fax: +86(10)62346154; e-Mail: Lirt@mail.bjmu.edu.cn;

Abstract

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Abstract

(l)-H-Pro-(l)-Phe-OH (4) were found to be efficient catalysts for direct asymmetric aldol reactions between acetone and various aldehydes. The reaction conditions use a DMSO-NMM-PEMG 5000 system at 0 °C in high yields (62-96%) and enantioselectivities (up to >99% ee).

Key words

aldol reaction - organocatalysis - enamine catalysis - dipeptides

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References

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