Stereocontrolled synthesis of the oxathiabicyclo[3.3.1]nonane core structure of tagetitoxin

Hitomi Yamada, Masaatsu Adachi, Toshio Nishikawa

Research output: Contribution to journalArticlepeer-review

7 Citations (Scopus)

Abstract

Tagetitoxin is an unusually densely functionalized natural product, consisting of an unprecedented oxathiabicyclo[3.3.1]nonane ring system possessing acetate, phosphate, amide, carboxylic acid, and amine groups with six contiguous asymmetric centers. A fully functionalized core structure of tagetitoxin was synthesized from tri-O-acetyl-D-galactal in a highly stereoselective manner.

Original languageEnglish
Pages (from-to)11221-11223
Number of pages3
JournalChemical Communications
Volume49
Issue number95
DOIs
Publication statusPublished - 2013 Nov 5
Externally publishedYes

ASJC Scopus subject areas

  • Catalysis
  • Electronic, Optical and Magnetic Materials
  • Ceramics and Composites
  • Chemistry(all)
  • Surfaces, Coatings and Films
  • Metals and Alloys
  • Materials Chemistry

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