Total synthesis of 7-deoxypancratistatin-1-carboxaldehyde and carboxylic acid via solvent-free intramolecular aziridine opening: Phenanthrene to phenanthridone cyclization strategy

Jonathan Collins, Melissa Drouin, Xuetong Sun, Uwe Rinner, Tomas Hudlicky*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

34 Citations (Scopus)

Abstract

Solid-state silica-gel-catalyzed opening of aziridine 6 provided phenanthrene 7, whose oxidative cleavage, recyclization, and further elaboration furnished the C-1 aldehyde and carboxylic acid derivatives of 7-deoxypancratistatin for potential analogue synthesis.

Original languageEnglish
Pages (from-to)361-364
Number of pages4
JournalOrganic Letters
Volume10
Issue number3
DOIs
Publication statusPublished - Feb 7 2008

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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