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

作者:Tukacs Jozsef M*; Fridrich Balint; Dibo Gabor; Szekely Edit; Mika Laszlo T
来源:Green Chemistry, 2015, 17(12): 5189-5195.
DOI:10.1039/c5gc01099c

摘要

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.

  • 出版日期2015