Synthesis of the CD ring in taxol from (S)-(+)-carvone

Tony K.M. Shing, Chi M. Lee, Ho Y. Lo

Research output: Contribution to journalArticle

9 Citations (Scopus)

Abstract

The tricycle 16 containing a functionalized CD ring is constructed from (S)-(+)-carvone in 21 steps involving a Baeyer-Villiger oxidation, an Oppenaurer oxidation and Meerwein-Ponndorf-Verley reduction, a stereospecific Grignard addition, and an intramolecular SN2 reaction as the key steps.

Original languageEnglish
Pages (from-to)8361-8363
Number of pages3
JournalTetrahedron Letters
Volume42
Issue number47
DOIs
Publication statusPublished - 2001 Nov 19

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Keywords

  • Baeyer-Villiger reactions
  • Grignard reactions
  • Hydroxylation
  • Taxoids

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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