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Issue 12, 2015
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Direct asymmetric reduction of levulinic acid to gamma-valerolactone: synthesis of a chiral platform molecule

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Abstract

Levulinic acid was directly converted to optically active (S)-gamma-valerolactone, a proposed biomass-based chiral platform molecule. By using a SEGPHOS ligand-modified ruthenium catalyst in methanol as a co-solvent, eventually, 100% chemoselectivity, and 82% enantioselectivity were achieved. The effect of the catalyst composition and reaction parameters on the activity and selectivity was investigated in detail. The conversion of a “real” biomass derived levulinic acid to optically active GVL without decreasing the enantioselectivity was also demonstrated.

Graphical abstract: Direct asymmetric reduction of levulinic acid to gamma-valerolactone: synthesis of a chiral platform molecule

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Publication details

The article was received on 22 May 2015, accepted on 28 Jul 2015 and first published on 28 Jul 2015


Article type: Paper
DOI: 10.1039/C5GC01099C
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Citation: Green Chem., 2015,17, 5189-5195
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    Direct asymmetric reduction of levulinic acid to gamma-valerolactone: synthesis of a chiral platform molecule

    J. M. Tukacs, B. Fridrich, G. Dibó, E. Székely and L. T. Mika, Green Chem., 2015, 17, 5189
    DOI: 10.1039/C5GC01099C

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