8‐Oxabicyclo[5.1.0]octa‐2,4‐dien, reduktive und säurekatalysierte Ringöffnung
8‐Oxabicyclo[5.1.0]octa‐2,4‐diene (1) is obtained from cycloheptatriene with commercial 40% peracetic acid. Upon catalytic and LiAlH4 reduction the allylic CO‐bond in 1 is cleaved. Acid catalised hydrolysis leads to a mixture of all six possible isomeric cycloheptadienediols. With BF3 in the absence...
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| Veröffentlicht in: | Helvetica chimica acta 1974-04, Vol.57 (4), p.980-986 |
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| Hauptverfasser: | , |
| Format: | Artikel |
| Sprache: | eng |
| Online-Zugang: | Volltext |
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| Zusammenfassung: | 8‐Oxabicyclo[5.1.0]octa‐2,4‐diene (1) is obtained from cycloheptatriene with commercial 40% peracetic acid. Upon catalytic and LiAlH4 reduction the allylic CO‐bond in 1 is cleaved. Acid catalised hydrolysis leads to a mixture of all six possible isomeric cycloheptadienediols. With BF3 in the absence of water isomerization to 3,5‐cycloptadienone is observed. |
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| ISSN: | 0018-019X 1522-2675 |
| DOI: | 10.1002/hlca.19740570403 |