Absolute stereochemistry of amphidinolide C: Synthesis of C-1-C-10 and C-17-C-29 segments

Takaaki Kubota, Masashi Tsuda, Jun'ichi Kobayashi

Research output: Contribution to journalArticlepeer-review

32 Citations (Scopus)

Abstract

Two of each diastereomers of the C-1-C-10 and C-17-C-29 segments of amphidinolide C (1) were synthesized. Comparing the 1H NMR chemical shifts of its MTPA esters with those of linear methyl ester of 1, the absolute configurations at C-7, C-8, C-20, C-23, and C-24 in amphidinolide C (1) were confirmed to be all R.

Original languageEnglish
Pages (from-to)1613-1625
Number of pages13
JournalTetrahedron
Volume59
Issue number10
DOIs
Publication statusPublished - Mar 3 2003
Externally publishedYes

Keywords

  • Acetonide
  • Amphidinolide C
  • α-methoxy-α-trifluoromethylphenylacetyl

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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