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Ligand‐Dependent Mechanistic Dichotomy in Iron‐Catalyzed Allylic Substitutions: σ‐Allyl versus π‐Allyl Mechanism
Author(s) -
Plietker Bernd,
Dieskau André,
Möws Katrin,
Jatsch Anja
Publication year - 2007
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.200703874
Subject(s) - allylic rearrangement , ligand (biochemistry) , tsuji–trost reaction , regioselectivity , chemistry , catalysis , ether , substitution (logic) , substitution reaction , mechanism (biology) , stereochemistry , medicinal chemistry , organic chemistry , receptor , physics , biochemistry , computer science , quantum mechanics , programming language
Iron at the crossroads : A remarkable mechanistic dichotomy in iron‐catalyzed allylic substition increases not only the scope of regioselective allylic alkylation but could also herald the development of asymmetric allylic substitution (see Scheme, MTBE=methyl tert ‐butyl ether). Depending on the ligand used, either a σ‐ or a π‐allyl mechanism is observed.