✦ LIBER ✦
Notiz über einen Zugang zu β, γ-ungesättigten Carbonsäurederivaten mit Hilfe der Amidacetal-Claisenumlagerung. Über synthetische methoden, 17. Mitteilung
✍ Scribed by Paul Richard Jenkins; Rudolf Gut; Hansjürg Wetter; Albert Eschenmoser
- Publisher
- John Wiley and Sons
- Year
- 1979
- Tongue
- German
- Weight
- 656 KB
- Volume
- 62
- Category
- Article
- ISSN
- 0018-019X
No coin nor oath required. For personal study only.
✦ Synopsis
Note on a preparation of β, γ‐unsaturated carboxylic acid derivatives using the amide acetal Claisen rearrangement
3‐(Trimethylsilyl)allyl alcohols smoothly undergo the amide acetal Claisen rearrangement furnishing allyl silanes. Subsequent protolysis with HF at −20° provides a convenient, stereoselective method for the preparation of β, γ‐unsaturated carboxylic acid derivatives. Three model examples illustrate the procedure.