Preparation of renieramycin left-half model compounds

Keiyo Nakai, Keiji Kubo, Masashi Yokoya, Naoki Saito

Research output: Contribution to journalArticle

10 Citations (Scopus)

Abstract

Model compounds of the left-half of renieramycins, which are anticancer marine natural products having an α-aminonitrile functionality, were prepared from phenylalanine derivatives. The key step of the transformation is the stereospecific construction of 1,3-cis stereochemistry via an exomethylene intermediate. The stereoselective α-aminonitrile formation under kinetically controlled conditions is also discussed. The initial cytotoxicity profiles are presented.

Original languageEnglish
Pages (from-to)6529-6545
Number of pages17
JournalTetrahedron
Volume70
Issue number37
DOIs
Publication statusPublished - Sep 16 2014

Keywords

  • Cytotoxicity
  • Isoquinoline
  • Marine natural product
  • Preparation
  • Renieramycin

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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  • Cite this

    Nakai, K., Kubo, K., Yokoya, M., & Saito, N. (2014). Preparation of renieramycin left-half model compounds. Tetrahedron, 70(37), 6529-6545. https://doi.org/10.1016/j.tet.2014.07.012