Regiocontrol in MnIII-mediated oxidative heterobicyclizations: access to the core skeletons of oroidin dimers

Xianghui Tan, Chuo Chen

Research output: Contribution to journalArticle

66 Scopus citations

Abstract

(Chemical Equation Presented) In control: A cyclization reaction of an allylic β-imidazolinonyl-β-ketoester 1 is carried out in a Mn III-promoted radical cascade. The reaction pathway (5-exo/6-endo or 5-exo/5-exo) can be directed to construct the central cyclopentyl and cyclohexenyl core skeletons (2 and 3) of two classes of oroidin dimers with regiocontrol. An oxidative rearrangement can also be used to convert 2 into 3. PG = protecting group.

Original languageEnglish (US)
Pages (from-to)4345-4348
Number of pages4
JournalAngewandte Chemie - International Edition
Volume45
Issue number26
DOIs
StatePublished - Jun 26 2006

Keywords

  • Cascade reactions
  • Natural products
  • Radical reactions
  • Rearrangement
  • Synthetic methods

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)

Fingerprint Dive into the research topics of 'Regiocontrol in Mn<sup>III</sup>-mediated oxidative heterobicyclizations: access to the core skeletons of oroidin dimers'. Together they form a unique fingerprint.

  • Cite this