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A new thermal rearrangement of bicyclo[3.2.0]heptadienone system

✍ Scribed by T. Miyashi; M. Nitta; T. Mukai

Publisher
Elsevier Science
Year
1967
Tongue
French
Weight
252 KB
Volume
8
Category
Article
ISSN
0040-4039

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✦ Synopsis

It has been reported that irradiation of tropolone methyl ether (Ia) and its alkyl derivatives provided first their valence isomers, the l-methoxy-d'6 -bicycle (3.2.O)heptadien-2-ones (II), which in turn, on futher irradiation, isomerized to the 7-methoxyl derivatives (III).2

In this case, other valence isomers, the 3methoxyl derivatives (IV), have not been isolated, 3 although their formation was suggested from theoretical considerations. 4

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## Abstract The chemistry of the highly substituted cyclobutanone derivative 2, which is easily accessible from 1, is dominated by the steric hindrance caused by the substitutents: Reduction with hydride reagents and nucleophilic additions with methyllithium are less stereoselective than correspond