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Total Synthesis of Millingtonine
Author(s) -
Brown Patrick D.,
Lawrence Andrew L.
Publication year - 2016
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201602869
Subject(s) - total synthesis , natural product , diastereomer , enantiomer , chemistry , stereochemistry , glycosidic bond , alkaloid , combinatorial chemistry , organic chemistry , enzyme
Millingtonine is a glycosidic alkaloid that exists as a pair of pseudo‐enantiomeric diastereomers. Consideration of the likely biosynthetic origins of this unusual natural product has resulted in the development of a seven‐step total synthesis. Results from this synthetic work provide evidence in support of a proposed network of biosynthetic pathways that can account for the formation of several phenylethanoid natural products.