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Xylochemistry—Making Natural Products Entirely from Wood
Author(s) -
Stubba Daniel,
Lahm Günther,
Geffe Mario,
Runyon Jason W.,
Arduengo Anthony J.,
Opatz Till
Publication year - 2015
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201508500
Subject(s) - natural product , total synthesis , raw material , carbon skeleton , ferulic acid , chemistry , organic chemistry , biochemical engineering , engineering , food science
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.