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Natural 1,3‐Dipolar Cycloadditions
Author(s) -
Baunach Martin,
Hertweck Christian
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.201507120
Subject(s) - chemistry , cycloaddition , natural product , nitrone , alkene , biomimetic synthesis , biosynthesis , stereochemistry , ylide , intramolecular force , azomethine ylide , decarboxylation , 1,3 dipolar cycloaddition , enzyme , organic chemistry , catalysis
[3+2] in the wild : Biomimetic natural product syntheses and theoretical considerations have indicated that 1,3‐dipolar cycloadditions take place in nature. Now, the structure, biosynthesis, and function of a heavily modified prenylated flavin cofactor have been elucidated. In the azomethine ylide form, it undergoes [3+2] cycloadditions with aromatic acids and promotes their decarboxylation.