✦ LIBER ✦

Tricyclo[4.1.0.01,3] hept-4-enes as Intermediates

✍ Scribed by Priv.-Doz. Dr. Udo H. Brinker; Klaus Gomann; Ruth Zorn

Publisher: John Wiley and Sons
Year: 1983
Tongue: English
Weight: 231 KB
Volume: 22
Category: Article
ISSN: 0044-8249
DOI: 10.1002/anie.198308691

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✦ Synopsis

On the other hand, the rearrangement of the tricycle 1 could take place via retro-Diels-Alder reaction or via diradicals as intermediates. The conversion into 3 might be initiated by rupture of the C2-C3 and/or C1-C6 bonds.

Hydrogenation (Pt/C, pentane) of 1 affords 4-and 5methyl-2,3-benzobicyclo[3.1 .O]hex-2-ene in 55 and 25% yield, respectively, whereby the C1 -C2 and C2-C3 bonds of one three-membered ring of the spiropentane moiety are broken.

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