Selective Intermolecular Amination of CH Bonds at Tertiary Carbon Centers

Selective Intermolecular Amination of CH Bonds at Tertiary Carbon Centers

C–H insertion: A method for intermolecular amination of tertiary CH bonds is described that uses limiting amounts of substrate and a convenient phenol‐derived nitrogen source. Structure‐selectivity and mechanistic studies suggest that steric interaction between the substrate and active oxidant is t...

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Veröffentlicht in:Angewandte Chemie International Edition 2013-10, Vol.52 (43), p.11343-11346
Hauptverfasser: Roizen, Jennifer L., Zalatan, David N., Du Bois, J.
Format: Artikel
Sprache:eng
Schlagworte:
amination
Amination - genetics
amines
Amines - chemistry
C-H insertion
Carbon
Carbon - chemistry
Constraining
Determinants
Hydrogen - chemistry
Insertion
isotope effect
Oxidants
Oxidizing agents
rhodium
Rhodium - chemistry
Selectivity
Stereoisomerism
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Beschreibung
Zusammenfassung:C–H insertion: A method for intermolecular amination of tertiary CH bonds is described that uses limiting amounts of substrate and a convenient phenol‐derived nitrogen source. Structure‐selectivity and mechanistic studies suggest that steric interaction between the substrate and active oxidant is the principal determinant of product selectivity.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.201304238