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Unnatural Amino Acid Synthesis Enabled by the Regioselective Cobalt(III)‐Catalyzed Intermolecular Carboamination of Alkenes
Author(s) -
Lerchen Andreas,
Knecht Tobias,
Daniliuc Constantin G.,
Glorius Frank
Publication year - 2016
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.201608729
Subject(s) - regioselectivity , intermolecular force , catalysis , cobalt , chemistry , organic chemistry , combinatorial chemistry , medicinal chemistry , molecule
Herein, we report an unprecedented regioselective and entirely atom‐economic cobalt(III)‐catalyzed method for the non‐annulative, intermolecular carboamination of alkenes. The methodology enables the direct synthesis of unnatural amino acid derivatives and proceeds under redox‐neutral conditions with a completely regioselective C−C bond and C−N bond formation. Furthermore, this reaction exemplifies the inherently different mechanistic behavior of the Cp*Co III catalyst and its Cp*Rh III counterpart, especially towards β‐H‐elimination.