Novel stereoselective construction of a quaternary carbon

Application to synthesis of the cyclopentenedione moiety of madindolines

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

Research output: Contribution to journalArticle

57 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
Publication statusPublished - 2000 Aug 12
Externally publishedYes

Fingerprint

Alkylation
Condensation
Carbon

Keywords

  • Alkylation
  • Cyclopentenedione
  • Madindoline
  • Quaternary carbon

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this

Novel stereoselective construction of a quaternary carbon : Application to synthesis of the cyclopentenedione moiety of madindolines. / Hosokawa, Seijiro; Sekiguchi, K.; Enemoto, M.; Kobayashi, S.

In: Tetrahedron Letters, Vol. 41, No. 33, 12.08.2000, p. 6429-6433.

Research output: Contribution to journalArticle

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