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RESEARCH PRODUCT
Xylochemistry--Making Natural Products Entirely from Wood.
Daniel StubbaAnthony J. ArduengoGünther LahmMario GeffeTill OpatzJason W. Runyonsubject
Green chemistryBiological ProductsNatural productMolecular StructureBerberine AlkaloidsTotal synthesisGeneral ChemistryWoodCatalysisFerulic acidchemistry.chemical_compoundPetrochemicalchemistryOrganic chemistryMethanolBerberine AlkaloidsRenewable resourcedescription
The first total synthesis of the dimeric berberine alkaloid ilicifoline (ilicifoline B) is reported. Its carbon skeleton is constructed from ferulic acid, veratrole, and methanol. The synthesis reported herein employs starting materials solely derived from wood. The natural product is thus constructed entirely from renewable resources. The same strategy is applied to a formal total synthesis of morphinan alkaloids. The use of wood-derived building blocks (xylochemicals) instead of the conventional petrochemicals represents a sustainable alternative to classical synthetic approaches.
year | journal | country | edition | language |
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2015-09-11 | Angewandte Chemie (International ed. in English) |