Oxidation of baccatin III at C14: A facile rearrangement of the baccatin III core

Dinah Dutta, Apurba Datta, David G. Vander Velde, Gunda I. Georg

Research output: Contribution to journalArticlepeer-review

2 Scopus citations

Abstract

Modifications at the largely unexplored C14 position of the baccatin III core of the taxanes were carried out. Oxidation at C14 of 7-TES-13-ketobaccatin III with benzeneseleninic anhydride resulted in novel A, B ring rearranged products. A probable mechanism for product formation and reductive transformations of the rearranged products are described.

Original languageEnglish (US)
Pages (from-to)151-154
Number of pages4
JournalLetters in Organic Chemistry
Volume4
Issue number3
DOIs
StatePublished - Apr 1 2007

Keywords

  • Benzeneseleninic anhydride
  • Oxidation
  • Rearrangement
  • Taxanes

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