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The Biosynthesis of Barbamide—A Radical Pathway for “Biohalogenation”?
Author(s) -
Hartung Jens
Publication year - 1999
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/(sici)1521-3773(19990503)38:9<1209::aid-anie1209>3.0.co;2-f
Subject(s) - schematic , biosynthesis , chemistry , stereochemistry , stereoselectivity , primary (astronomy) , cleavage (geology) , methyl group , group (periodic table) , biochemistry , biology , enzyme , organic chemistry , physics , catalysis , paleontology , astronomy , electronic engineering , fracture (geology) , engineering
A stereoselective chlorination of a methyl group and the preference of cleavage of nonactivated primary C−H bonds in one of the methyl groups with respect to a weaker tertiary C−H bond in the course of the biosynthesis of barbamide point to a surprising, new mechanism of “biohalogenation” (see schematic diagram).