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Enantioselective direct aldol-type reaction of 4-hydroxycoumarin with ethyl trifluoropyruvate catalyzed by modified cinchona alkaloids

  • Letters
  • Special Topic: Asymmetric Organocatalysis
  • Published:
Chinese Science Bulletin

Abstract

A new enantioselective aldol-type reaction of 4-hydroxycoumarins and ethyl trifluoropyruvate has been developed. In the presence of (DHQD)2PHAL (5 mol%), ethyl trifluoropyruvate could react with various 4-hydroxycoumarins to afford novel 4-hydroxycoumarin derivatives containing a tertiary trifluoromethyl alcohol center in good yields with moderate enantioselectivities.

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Authors and Affiliations

  1. Key Laboratory of Drug-Targeting and Drug Deliver System of Ministry of Education, Department of Medicinal Chemistry, West China School of Pharmacy, Sichuan University, Chengdu, 610041, China

    HaiLei Cui, Kun Jiang, YanKai Liu, Wei Du & YingChun Chen

Authors
  1. HaiLei Cui
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  2. Kun Jiang
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  3. YanKai Liu
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  4. Wei Du
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  5. YingChun Chen
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Correspondence to YingChun Chen.

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Cui, H., Jiang, K., Liu, Y. et al. Enantioselective direct aldol-type reaction of 4-hydroxycoumarin with ethyl trifluoropyruvate catalyzed by modified cinchona alkaloids. Chin. Sci. Bull. 55, 1732–1734 (2010). https://doi.org/10.1007/s11434-010-3152-1

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  • DOI: https://doi.org/10.1007/s11434-010-3152-1

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