Multi-step rearrangement mechanism for acetyl cedrene to the hydrocarbon follower

Shashikumar Keshav Paknikar, Fadhil S. Kamounah, Poul Erik Hansen, Murzban Sorab Wadia

Research output: Contribution to journalJournal articlepeer-review

Abstract

Conversion of acetyl cedrene (2) to its follower (3) using acetic anhydride and polyphosphoric acid involves a multi-step cationic molecular rearrangement, which is consistent with deuteriation and 1-13C labeling studies of acetyl cedrene. The key step involves cyclopropylcarbinyl cation-cyclopropylcarbinyl cation rearrangement.
Original languageEnglish
JournalChemistry of Natural Compounds
Volume53
Issue number4
Pages (from-to)661-664
Number of pages4
ISSN0009-3130
DOIs
Publication statusPublished - 2017

Keywords

  • biosynthetic pathway
  • α -cedrene
  • deuterium exchange
  • acetylation
  • cyclopropylcarbinyl cation-cyclopropylcarbinyl cation rearrangement (CCR)

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