Umpolung of Fluoroform by CF Bond Activation: Direct Difluoromethylation of Lithium Enolates

Umpolung of Fluoroform by CF Bond Activation: Direct Difluoromethylation of Lithium Enolates

Double agent: The direct α‐difluoromethylation of lithium enolates using an umpolung form of fluoroform as a difluoromethyl carbocation equivalent leads to an all‐carbon quaternary center. Late transition metals are not necessary and the reaction involves activation of inert CF bonds with subsequen...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Angewandte Chemie International Edition 2012-09, Vol.51 (38), p.9535-9538
Hauptverfasser: Iida, Toshiaki, Hashimoto, Ryota, Aikawa, Kohsuke, Ito, Shigekazu, Mikami, Koichi
Format: Artikel
Sprache:eng
Schlagworte:
Activation
Bonding
CF bond activation
Equivalence
fluorine
Fluoroform
Hydrocarbons, Fluorinated - chemical synthesis
Hydrocarbons, Fluorinated - chemistry
Inert
Ketones - chemistry
Lithium
Lithium - chemistry
Methylation
Molecular Structure
Organometallic Compounds - chemistry
Quantum Theory
synthetic methods
Transition metals
umpolung
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
Beschreibung
Zusammenfassung:Double agent: The direct α‐difluoromethylation of lithium enolates using an umpolung form of fluoroform as a difluoromethyl carbocation equivalent leads to an all‐carbon quaternary center. Late transition metals are not necessary and the reaction involves activation of inert CF bonds with subsequent CC bond formation.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.201203588