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A novel isomerization reaction of tricyclo[5.2.1.02,6]decane

✍ Scribed by Pavel A. Krasutsky; Igor R. Likhotvorik; Andrey L. Litvyn; Alexander G. Yurchenko; Donna Van Engen

Publisher: Elsevier Science
Year: 1990
Tongue: French
Weight: 150 KB
Volume: 31
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(00)94475-7

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✦ Synopsis

Abstractz HNojcatalyzed isomerization of tricycl~5.2.1.@~6]decane affords tzicyclo[4.2.2.0*5]decane -the '%ottle neck" in the Mamantane xearrangemnt. Discovery of the isomerization of tricyclo[5.2.l.@~]decane 1 to adamantane by Paul Schleyer more than 30 years ag$ stimulated a great interest in the chemistry of adamantanoid compounds. Since 1957 the mechanism of "one of the most fascinating intramolecular rearrangements known in carbocation chemistry'~ has received considerable attention.38

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