Stereochemical and Mechanistic Investigations of a Palladium-Catalyzed Annulation of Secondary Alkyl Iodides

Stereochemical and Mechanistic Investigations of a Palladium-Catalyzed Annulation of Secondary Alkyl Iodides

Inversion versus retention: A palladium‐catalyzed annulation with enantioenriched secondary alkyl iodides gives mechanistic insight into the stereochemistry of this CH bond functionalization reaction (see scheme) involving a proposed PdII/PdIV catalytic cycle.

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Veröffentlicht in:Angewandte Chemie International Edition 2007-01, Vol.46 (9), p.1485-1488
Hauptverfasser: Rudolph, Alena, Rackelmann, Nils, Lautens, Mark
Format: Artikel
Sprache:eng
Schlagworte:
Bridged Bicyclo Compounds, Heterocyclic
Catalysis
cross-coupling
CH activation
Hydrocarbons, Iodinated - chemistry
Iodides - chemistry
Models, Chemical
palladium
Palladium - pharmacology
polycyclic heterocycles
Stereoisomerism
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Zusammenfassung:Inversion versus retention: A palladium‐catalyzed annulation with enantioenriched secondary alkyl iodides gives mechanistic insight into the stereochemistry of this CH bond functionalization reaction (see scheme) involving a proposed PdII/PdIV catalytic cycle.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.200603888