✦ LIBER ✦
Gerüstumlagerung eines α,β -ungesättigten γ,δ-Epoxiketons bei der Birch-Reduktion: Strukturaufklärung mittels 13C-INADEQUATE-NMR-Spektroskopie
✍ Scribed by Wolfgang Kreiser; Voker Rüschenbaum; Hans Bauer; Joachim Buddrus
- Book ID
- 102254115
- Publisher
- John Wiley and Sons
- Year
- 1984
- Tongue
- German
- Weight
- 245 KB
- Volume
- 67
- Category
- Article
- ISSN
- 0018-019X
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✦ Synopsis
Abstract
Skeleton Rearrangement of an α‐β‐Unsaturated γ,δ‐Epoxyketone during Birch Reduction: Structure Elucidation by Means of ^13^C‐INADEQUATE‐NMR Spectroscopy
When the γ‐epoxide 2 of β‐ionone is treated under standard Birch‐reduction conditions, unexpectedly a 70% combined yield of regioisomeric octalones 4 and 5 is isolated. These products unquestionably result form cleavage of the central epoxide CC bond. The structure of compounds 4 and 5 could be determined by means of ^13^C‐INADEQUATE‐NMR spectroscopy.