The first total synthesis of lactonamycin, a hexacyclic antitumor antibiotic

Kuniaki Tatsuta, Hiroaki Tanaka, Hitomi Tsukagoshi, Takafumi Kashima, Seijiro Hosokawa

Research output: Contribution to journalArticle

23 Citations (Scopus)

Abstract

The total synthesis of lactonamycin has been achieved. The synthesis includes sequential intramolecular conjugate addition of alcohols to the acetylenic ester, stereoselective glycosylation of the tertiary alcohol, and Michael-Dieckmann type cyclization with the thioester, by which the highly convergent route has been established.

Original languageEnglish
Pages (from-to)5546-5549
Number of pages4
JournalTetrahedron Letters
Volume51
Issue number42
DOIs
Publication statusPublished - 2010 Oct 20

Keywords

  • Glycosylation
  • Lactonamycin
  • Michael-Dieckmann type annulation
  • Thioester
  • Total synthesis

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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