Stereocontrolled synthesis of an indole moiety of sespendole and stereochemical assignment of the side chain

Masaatsu Adachi, Keiko Higuchi, Nopporn Thasana, Hitomi Yamada, Toshio Nishikawa

Research output: Contribution to journalArticlepeer-review

18 Citations (Scopus)

Abstract

Two possible diastereomers of the indole moiety of sespendole were synthesized from 3-hydroxy-4-nitrobenzaldehyde in a highly stereoselective manner. Comparison of 1H and 13C NMR spectra of the two synthetic materials with those sespendole leads us to propose that the relative stereochemistry of the epoxyalcohol is syn.

Original languageEnglish
Pages (from-to)114-117
Number of pages4
JournalOrganic letters
Volume14
Issue number1
DOIs
Publication statusPublished - 2012 Jan 6
Externally publishedYes

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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