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Synthesis of Tricyclo [6.2.1.01,5]undecadiones via Intramolecular Photoaddition of 5-(1-Cyclopentenylmethyl)-3-alkoxy-2-cyclopentenones

✍ Scribed by Wolfgang Oppolzer; Sidney C. Burford

Publisher: John Wiley and Sons
Year: 1980
Tongue: German
Weight: 352 KB
Volume: 63
Category: Article
ISSN: 0018-019X
DOI: 10.1002/hlca.19800630406

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✦ Synopsis

Abstract

Irradiation of the dienone methyl ether 3a furnished the unstable regioisomeric photoadducts 4a and 5a which on Lewis acid‐catalyzed fragmentation afforded the tricyclic diketones 6,7 and 8. The same mixture was obtained from the isobutyl ether 3b (Scheme 2).

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