Unexpected diels-Alder/carbonyl-ene cascade toward the biomimetic synthesis of chloropupukeananin

Takahiro Suzuki, Yuria Miyajima, Kaname Suzuki, Kanako Iwakiri, Masaki Koshimizu, Go Hirai, Mikiko Sodeoka, Susumu Kobayashi

Research output: Contribution to journalArticlepeer-review

20 Citations (Scopus)

Abstract

The biomimetic synthesis of the advanced model compound of chloropupukeananin has been achieved. The present synthesis features an unexpected enantiomer-differentiating Diels-Alder/carbonyl-ene cascade under high-pressure conditions and a base-promoted migration of the salicyl group.

Original languageEnglish
Pages (from-to)1748-1751
Number of pages4
JournalOrganic letters
Volume15
Issue number7
DOIs
Publication statusPublished - Apr 5 2013
Externally publishedYes

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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