Zur Synthese von β-Alkyl-α-methylen-γ-butyrolactonen
✍ Scribed by Röder, Erhard ;Krauß, Hiltrud
- Book ID
- 102903218
- Publisher
- John Wiley and Sons
- Year
- 1992
- Tongue
- English
- Weight
- 633 KB
- Volume
- 1992
- Category
- Article
- ISSN
- 0947-3440
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✦ Synopsis
Synthesis of β‐Alkyl‐α‐methylene‐γ‐butyrolactones
The ylene 1 reacts with aldehydes to give 3‐alkylidenesuccinic acid monoethyl esters 2, which form β‐alkylidene‐γ‐butyrolactones 3 when treated with sodium diethyldihydroaluminate. Hydrogenation of the double bond leads to the β‐alkyl‐γ‐butyrolactones 4. The β‐alkyl‐α‐methylene‐γ‐butyrolactones 5 are obtained by Mannich reaction.
📜 SIMILAR VOLUMES
## Abstract 4‐Penten‐4‐olide (γ‐Methylen‐γ‐butyrolactone) **7** sind aus Allylalkoholen **1** durch Orthoester‐Claisenumlagerung und Hydrolyse zu 4‐Pentensäuren **5**, anschließende Iodlactonisierung und HI‐Abspaltung mit 1,8‐Diazabicyclo[5.4.0]undec‐7‐en (DBU) in guter Gesamtausbeute und variablem