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L-Proline catalyzed aldol reactions between acetone and aldehydes in supercritical fluids: An environmentally friendly reaction procedure

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Abstract

The direct asymmetric aldol reaction between various aldehydes and acetone catalyzed by l-proline catalyst was successfully carried out in supercritical CO2 (scCO2) and 1,1,1,2-tetrafluoroethane (R-134a) fluids. The enantioselectivity of 84% ee to the targeted product was achieved under 20 MPa, 40 °C, and 15 mol% of the catalyst in supercritical CO2 (scCO2) fluid. The effects of reaction parameters, such as temperature, pressure, catalyst loading and different substituted aldehydes on both enantioselectivity and aldol yield were discussed. The titled reaction was also performed in 1,1,1,2-tetrafluoroethane, and the obtained results were compared with those in scCO2. This new reaction procedure provides an environmental asymmetric aldol reaction system as compared with that in organic solvents.

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Authors and Affiliations

  1. Key Laboratory of Applied Surface and Colloid Chemistry (Shaanxi Normal University), Ministry of Education, Xi’an, 710062, China

    Ling Liu, Zhao-Tie Liu, Zhong-Wen Liu & Dong Xue

  2. School of Chemistry & Materials Science, Shaanxi Normal University, Xi’an, 710062, China

    Zhao-Tie Liu, Zhong-Wen Liu & Dong Xue

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  1. Ling Liu
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  2. Zhao-Tie Liu
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  3. Zhong-Wen Liu
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  4. Dong Xue
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Correspondence to Zhao-Tie Liu.

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Liu, L., Liu, ZT., Liu, ZW. et al. L-Proline catalyzed aldol reactions between acetone and aldehydes in supercritical fluids: An environmentally friendly reaction procedure. Sci. China Chem. 53, 1586–1591 (2010). https://doi.org/10.1007/s11426-010-3197-7

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  • DOI: https://doi.org/10.1007/s11426-010-3197-7

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