Novel stereoselective construction of a quaternary carbon: Application to synthesis of the cyclopentenedione moiety of madindolines

S. Hosokawa, K. Sekiguchi, M. Enemoto, S. Kobayashi

Research output: Contribution to journalArticle

60 Citations (Scopus)

Abstract

Enantioselective synthesis of the cyclopentenedione moiety of madindolines was achieved. Stereoselective construction of a quaternary carbon was realized by alkylation of an enolate possessing chiral auxiliary. Cyclopentenedione was derived from a triketone precursor by intramolecular condensation. (C) 2000 Elsevier Science Ltd.

Original languageEnglish
Pages (from-to)6429-6433
Number of pages5
JournalTetrahedron Letters
Volume41
Issue number33
DOIs
Publication statusPublished - 2000 Aug 12
Externally publishedYes

Keywords

  • Alkylation
  • Cyclopentenedione
  • Madindoline
  • Quaternary carbon

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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