Concise, protecting-group-free synthesis of (+)-nemonapride via Eu(OTf)3-catalyzed aminolysis of 3,4-epoxy alcohol

Shun Ichiro Uesugi, Yusuke Sasano, Shogo Matsui, Naoki Kanoh, Yoshiharu Iwabuchi

Research output: Contribution to journalArticlepeer-review

3 Citations (Scopus)

Abstract

A concise, protecting-group-free synthesis of the antipsychotic agent (+)-nemonapride has been achieved featuring a europium(III) trifluoromethanesulfonate (Eu(OTf)3)-catalyzed C4 selective aminolysis of a 3,4-epoxy alcohol by benzylamine and an expedient use of the resulting 4-benzylamino-1,3-diol product for constructing the pyrrolidine skeleton.

Original languageEnglish
Pages (from-to)22-24
Number of pages3
JournalChemical and Pharmaceutical Bulletin
Volume65
Issue number1
DOIs
Publication statusPublished - 2017

Keywords

  • 3,4-epoxy alcohol
  • Aminolysis
  • Chemoselectivity
  • Lewis acid catalysis
  • Nemonapride
  • Protecting-group-free

ASJC Scopus subject areas

  • Chemistry(all)
  • Drug Discovery

Fingerprint Dive into the research topics of 'Concise, protecting-group-free synthesis of (+)-nemonapride via Eu(OTf)<sub>3</sub>-catalyzed aminolysis of 3,4-epoxy alcohol'. Together they form a unique fingerprint.

Cite this