Synthetic studies on the taxane skeleton: effective construction of eight-membered carbocyclic ring by palladium-catalyzed intramolecular α-alkenylation of a methyl ketone

Masayuki Utsugi, Yasuaki Kamada, Masahisa Nakada

Research output: Contribution to journalArticlepeer-review

11 Citations (Scopus)

Abstract

A new method for the construction of the eight-membered carbocyclic ring in the taxane skeleton is described. The palladium-catalyzed intramolecular α-alkenylation of a methyl ketone effectively constructed the eight-membered carbocyclic ring in the taxol model compound. To the best of our knowledge, this reaction is the first example of forming an eight-membered carbocyclic ring by the palladium-catalyzed intramolecular α-alkenylation of a ketone.

Original languageEnglish
Pages (from-to)4754-4757
Number of pages4
JournalTetrahedron Letters
Volume49
Issue number32
DOIs
Publication statusPublished - 2008 Aug 4

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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