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Palladium‐Catalyzed Intermolecular Aerobic Oxidative Amination of Terminal Alkenes: Efficient Synthesis of Linear Allylamine Derivatives
Author(s) -
Liu Guosheng,
Yin Guoyin,
Wu Liang
Publication year - 2008
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.200801009
Subject(s) - amination , allylic rearrangement , intermolecular force , nucleophile , chemistry , maleic anhydride , regioselectivity , catalysis , palladium , oxidative phosphorylation , radical , organic chemistry , combinatorial chemistry , medicinal chemistry , molecule , biochemistry , copolymer , polymer
O 2 ‐coupled allylic CH amination : A first general palladium‐mediated intermolecular aerobic oxidative allylic amination was developed to synthesize linear ( E )‐allylimides with high regioselectivity (see scheme; MA=maleic anhydride). The proposed mechanism involves an allylic CH activation with subsequent nitrogen nucleophile substitution. The catalytic system allows efficient dioxygen‐coupled turnover without additional cocatalysts.