Ligand‐Dependent Mechanistic Dichotomy in Iron‐Catalyzed Allylic Substitutions: σ‐Allyl versus π‐Allyl Mechanism | Zendy

Plietker Bernd | Zendy; Dieskau André | Zendy; Möws Katrin | Zendy; Jatsch Anja | Zendy

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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.

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