Iron-Catalyzed Asymmetric Olefin cis-Dihydroxylation with 97 % Enantiomeric Excess

Iron-Catalyzed Asymmetric Olefin cis-Dihydroxylation with 97 % Enantiomeric Excess

Big cis‐ster: The use of an (R,R)‐bipyrrolidine backbone with two α‐methylpyridine pendant arms affords a tetradentate N4 ligand that coordinates an iron center with cis‐α topology (see picture; Fe purple, C gray, N blue, O red, S yellow, F green). This complex catalyzes the reaction between H2O2 an...

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Veröffentlicht in:Angewandte Chemie International Edition 2008-02, Vol.47 (10), p.1887-1889
Hauptverfasser: Suzuki, Ken, Oldenburg, Paul D., Que Jr, Lawrence
Format: Artikel
Sprache:eng
Schlagworte:
Alkenes - chemical synthesis
Alkenes - chemistry
asymmetric catalysis
Catalysis
dihydroxylation
Ferrous Compounds - chemistry
Hydrogen Peroxide - chemistry
Hydroxylation
iron
Ligands
Models, Molecular
Molecular Conformation
N ligands
oxidation
Oxidation-Reduction
Stereoisomerism
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Beschreibung
Zusammenfassung:Big cis‐ster: The use of an (R,R)‐bipyrrolidine backbone with two α‐methylpyridine pendant arms affords a tetradentate N4 ligand that coordinates an iron center with cis‐α topology (see picture; Fe purple, C gray, N blue, O red, S yellow, F green). This complex catalyzes the reaction between H2O2 and cis‐2‐heptene to afford a cis‐diol product in very high enantioselectivity.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.200705061