Selective skeletal rearrangement of tricyclo[,5]undecanes to Tricyclo[,5]-and [,8]undecanes

Kiyomi Kakiuchi*, Shuichi Kumanoya, Kazuya Kobiro, Tobe Yoshito, Yoshinobu Odaira

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

4 Scopus citations


An acid-catalyzed rearrangement of tricyclo-[,5]undecan-11-one gave tricyclo[,5]undecan-11-one in a nonnucleophilic media and tricyclo[,8]un-decane-7, 8-diol in the presence of a nucleophile, respectively. Tricyclo[,5]undecan-11-ols also rearranged to tricyclo-[,8]undecan-7-ol. A reductive rearrangement with a hydride transfer of the alcohol gave only tricyclo[,8]un-decane.

Original languageEnglish
Pages (from-to)3358-3360
Number of pages3
JournalBulletin of the Chemical Society of Japan
Issue number11
StatePublished - 1 Nov 1990

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