Intramolecular migration of long chain acyl group Enacyloxin IIa methyl ester

Takeyoshi Sugiyama, Hiromasa Kiyota, Toshihiko Watanabe, Takayuki Oritani

Research output: Contribution to journalArticlepeer-review


Enacyloxin IIa methyl ester in non-protic solvent gave rearranged product in acidic conditions such as surface of TLC plate of silica gel or by treatment with a catalytic amount of p-toluenesulfonic acid. On the other hand, such a rearrangement did not occur in polar protic solvent. The structure of the rearranged product was elucidated as 4-acyl analog of the cyclohexane ring.

Original languageEnglish
Pages (from-to)581-584
Number of pages4
JournalNatural Product Research
Issue number6
Publication statusPublished - Sept 2005
Externally publishedYes


  • Enacyloxin IIa methyl ester
  • Intramolecular migration of acyl group

ASJC Scopus subject areas

  • Analytical Chemistry
  • Biochemistry
  • Plant Science
  • Organic Chemistry


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