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Synthesis and thermal isomerization of trans-bicyclo[4.1.0]hept-3-ene

✍ Scribed by Gassman, Paul G.; Bonser, Steven M.


Book ID
127130056
Publisher
American Chemical Society
Year
1983
Tongue
English
Weight
385 KB
Volume
105
Category
Article
ISSN
0002-7863

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Derivatives of trans-bicyclo[4.1.0]hept-3-ene with chlorine and bromine substituents the 7 position were synthesized and their thermal rearrangements were examined. Thermolysis of the dichloride leads to the formation of the cis-fused isomer, while heating the dibromide results in ring-expanded prod

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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