Flexible access to monoterpenoid indole alkaloids using a cyclopentanoid chiral building block

Masato Hayashi, Keiichi Motosawa, Atsushi Satoh, Masatoshi Shibuya, Kunio Ogasawara, Yoshiharu Iwabuchi

Research output: Contribution to journalArticlepeer-review

11 Citations (Scopus)

Abstract

Expedient, diasterocontrolled transformations of 1 to the key synthetic intermediate of corynanthe, iboga, and aspidosperma-class of monoterpenoid indole alkaloids which led up to a formal synthesis of (+)-20R- dihydrocleavamine, (-)-eburnamonine, and a total synthesis of (+)-aspidospermidine (2) have been demonstrated.

Original languageEnglish
Pages (from-to)855-863
Number of pages9
JournalHeterocycles
Volume77
Issue number2
DOIs
Publication statusPublished - 2009 Feb 1

Keywords

  • Chiral Building Block
  • Diastereocontrolled Synthesis
  • Enantiocontrolled Synthesis
  • Monoterpenoid Indole Alkaloid
  • Total Synthesis

ASJC Scopus subject areas

  • Analytical Chemistry
  • Pharmacology
  • Organic Chemistry

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