Anorganische Chemie
Nucleoside Syntheses, XXIII1) On the Mechanism of Nucleoside Synthesis
Abstract
enDuring the silyl‐Hilbert‐Johnson nucleoside synthesis with Friedel‐Crafts catalysts three processes occur simultanously:
- A)
The formation of the electrophilic sugar cation.
- B)
The σ‐complex formation between th silylated base and the Friedel‐Crafts catalyst and finally.
- C)
The reaction of the electrophilic sugar cation with the silylated base to the nucleoside. Mode and rate of σ‐complex formation between the silylated base and the Friedel‐Crafts catalysts were monitored by 13C‐NMR. The probable mechanism of nucleoside synthesis and the factors which influence course and yield of nucleoside synthesis are discussed.
Abstract
deNucleosid‐Synthesen, XXIII1) Über den Mechanismus der Nucleosid‐Synthese
In der Silyl‐Hilbert‐Johnson‐Reaktion geschehen drei Prozesse gleichzeitig:
- A)
Die Bildung des elektrophilen Zucker‐Kations.
- B)
Die σ‐Komplex‐Bildung zwischen der silylierten Base und dem Friedel‐Crafts‐Katalysator.
- C)
Die Reaktion des elektrophilen Zucker‐Kations mit der silylierten Base zum Nucleosid. Art und Geschwindigkeit der σ‐Komplex‐Bildung zwischen der Silylierten Base und den Friedel‐Crafts‐Katalysatoren wurden mit Hilfe der 13C‐NMR verfolgt. Der wahrscheinliche Mechanismus der Nucleosid‐Synthese und die Faktoren, die Verlauf und Ausbeute der Nucleosid‐Synthese beeinflussen, werden diskutiert.
Citing Literature
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