Synthesis of the glycosyl lactol moiety of halichoblelide

Yohsuke Satoh, Takashi Nakahata, Shigefumi Kuwahara

Research output: Contribution to journalArticlepeer-review

4 Citations (Scopus)

Abstract

The enantioselective synthesis of the 2-deoxy-α-l-fucosyl lactol moiety of halichoblelide, a potent cytotoxin isolated from an actinomycete of marine origin, was achieved using a diastereoselective addition of a dithianyl anion to a chiral aldehyde intermediate and a stereoselective glycosidation of a hydroxy lactone intermediate derived from the addition product with a protected l-fucal as the key steps.

Original languageEnglish
Pages (from-to)11733-11737
Number of pages5
JournalTetrahedron
Volume63
Issue number47
DOIs
Publication statusPublished - 2007 Nov 19

Keywords

  • Cytotoxic
  • Enantioselective synthesis
  • Glycosidation
  • Halichoblelide

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Fingerprint

Dive into the research topics of 'Synthesis of the glycosyl lactol moiety of halichoblelide'. Together they form a unique fingerprint.

Cite this