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Transition-Metal-Free Valorization of Biomass-derived Levulinic Acid Derivatives: Synthesis of Curcumene and Xanthorrhizol.

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Levulinic acid (LA) is acknowledged one of the most promising biomass-derived platform molecules, and can be transformed into various value-added chemicals. Here, we report a new reaction process for the valorization of levulinic acid… Click to show full abstract

Levulinic acid (LA) is acknowledged one of the most promising biomass-derived platform molecules, and can be transformed into various value-added chemicals. Here, we report a new reaction process for the valorization of levulinic acid derivatives under transition-metal free condition. The protocol combined with the conversion of the levulinate to tosylhydrazone and base promoted arylation, acylation, and etherification cross-coupling. Moreover, our method was applied to synthesize three biologically active molecules,  rac-curcumene,  rac-xanthorrhizol and rac-4,7-dimethyl-l-tetralone. This reaction discloses a new avenue for the high-value utilization of platform molecules.

Keywords: transition metal; biomass derived; levulinic acid; acid derivatives; metal free; acid

Journal Title: ChemSusChem
Year Published: 2020

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