Xylochemie – Naturstoffsynthese aus Holz

Titelbild: Xylochemie – Naturstoffsynthese aus Holz (Angew. Chem. 47/2015)

Cover Picture: Xylochemistry-Making Natural Products Entirely from Wood (Angew. Chem. Int. Ed. 47/2015)

Xylochemistry--Making Natural Products Entirely from Wood.

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.

CCDC 1412268: Experimental Crystal Structure Determination

Related Article: Daniel Stubba, Günther Lahm, Mario Geffe, Jason W. Runyon, Anthony J. Arduengo III, Till Opatz|2015|Angew.Chem.,Int.Ed.|54|14187|doi:10.1002/anie.201508500