Synthetic study of ciguatoxin. Absolute configuration of the C2 hydroxy group

Hiroki Oguri, Shojiro Hishiyama, Ohki Sato, Tohru Oishi, Masahiro Hirama, Michio Murata, Takeshi Yasumoto, Nabuyuki Harada

Research output: Contribution to journalArticle

58 Citations (Scopus)

Abstract

The absolute stereochemistry of the secondary alcohol of the 1,2-dihydroxybutenyl substituent of ciguatoxin (1) was shown to be S by comparing (he split CD curve of ciguatoxin tetra-p-bromobenzoate (2) with those of di- and tri-p-bromobenzoates of AB ring fragments that were synthesized enaotioselectively.

Original languageEnglish
Pages (from-to)3057-3072
Number of pages16
JournalTetrahedron
Volume53
Issue number9
DOIs
Publication statusPublished - Mar 3 1997
Externally publishedYes

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Fingerprint Dive into the research topics of 'Synthetic study of ciguatoxin. Absolute configuration of the C2 hydroxy group'. Together they form a unique fingerprint.

  • Cite this

    Oguri, H., Hishiyama, S., Sato, O., Oishi, T., Hirama, M., Murata, M., Yasumoto, T., & Harada, N. (1997). Synthetic study of ciguatoxin. Absolute configuration of the C2 hydroxy group. Tetrahedron, 53(9), 3057-3072. https://doi.org/10.1016/S0040-4020(97)00071-9