Synthesis of the AC ring of paclitaxel: Formation of the C ring by [3+2] cycloaddition with a preformed A ring

Kazuoki Nakai, Takayuki Doi, Takashi Takahashi

Research output: Contribution to journalArticlepeer-review

7 Citations (Scopus)

Abstract

The stereoselective formation of the C ring was accomplished by nitrile oxide [3+2] cycloaddition of an intermediate with the A ring already constructed. We found that stereoelectronic effect to a 1,1-substituted alkene moiety is important in the reaction.

Original languageEnglish
Pages (from-to)866-868
Number of pages3
JournalSynlett
Issue number5
DOIs
Publication statusPublished - 2005 Mar 21
Externally publishedYes

Keywords

  • Cycloadditions
  • Nitrile oxide
  • Paclitaxel

ASJC Scopus subject areas

  • Organic Chemistry

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