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Synthesis of Dibarrelane, a Dibicyclo[2.2.2]octane Hydrocarbon

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https://figshare.com/articles/dataset/Synthesis_of_Dibarrelane_a_Dibicyclo_2_2_2_octane_Hydrocarbon/2312914
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The synthesis of a novel hydrocarbon, dibarrelane, has been accomplished in 11 steps via an intramolecular REDDA reaction of a masked o-benzoquinone, followed by Clemmensen reduction and Barton decarboxylation. The twisted structure of the tetracyclic dibarrelane skeleton was also clarified via X-ray crystallography. Finally, it was proposed that dibarrelane has C2 symmetry rather than C2v symmetry.
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2016-02-17
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