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New methods and reagents in organic synthesis. 8. Trimethylsilyldiazomethane. A new, stable, and safe reagent for the classical arndt-eistert synthesis

✍ Scribed by Toyohiko Aoyama; Takayuki Shioiri

Publisher
Elsevier Science
Year
1980
Tongue
French
Weight
131 KB
Volume
21
Category
Article
ISSN
0040-4039

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πŸ“œ SIMILAR VOLUMES

Trimethylsilyldiazomethane in the prepar
Trimethylsilyldiazomethane in the preparation of diazoketones via mixed anhydride and coupling reagent methods: a new approach to the Arndt–Eistert synthesis
✍ JoΕΎko Cesar; Marija Sollner Dolenc πŸ“‚ Article πŸ“… 2001 πŸ› Elsevier Science 🌐 French βš– 75 KB

Reaction of trimethylsilyldiazomethane with a mixed anhydride derived from a carboxylic acid by the action of ethyl chloroformate, yields the corresponding diazoketone in high yield. Subsequent Wolff rearrangement of the diazoketone leads to the homologated ester. Reaction of trimethylsilyldiazometh