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Thermodynamically unstable enols. 2-Methyl-2-penten-3-ols from 4-isopropylidene-5,5-dimethyl-2-dimethylamino-1,3-dioxolane

✍ Scribed by Schmidt, Erich Alfred; Hoffmann, H. M. R.


Book ID
126842265
Publisher
American Chemical Society
Year
1972
Tongue
English
Weight
709 KB
Volume
94
Category
Article
ISSN
0002-7863

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A Short Synthesis of 3-Methyl-5-(2,3,6-t
✍ Wolfgang Oppolzer; Paul H. Briner; Roger L. Snowden 📂 Article 📅 1980 🏛 John Wiley and Sons 🌐 German ⚖ 186 KB

## Abstract The racemic sesquiterpenoid alcohol **7** was synthesized in four steps (27% overall yield) from the cyclohexadienone **1**. The key steps are the regioselective addition of the pentadienyllithium **2** to **1** and the __Lewis__‐acid induced aromatization **4** → **6**.

Die Struktur des Adduktes aus 3-Dimethyl
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**Structure of the adduct from 3‐dimethylamino‐2,2‐dimethyl‐2__H__‐azirine and 3‐methyl‐2,4‐diphenyl‐1,3‐oxazolium‐5‐olate** 3‐Dimethylamino‐2,2‐dimethyl‐2__H__‐azirine (**1**) reacts with 3‐methyl‐2,4‐diphenyl‐1,3‐oxazolium‐5‐olate (**5a**) to give a 1:1 adduct (**7**) in a 88% yield. Its crystal