A simple method removing 2-oxazolidinone and 2-hydroxyethylamine auxiliaries in methoxide-carbonate systems for synthesis of planar-chiral nicotinate

Nobuhiro Kanomata, Satoshi Maruyama, Katsuhito Tomono, Shinnosuke Anada

Research output: Contribution to journalArticle

27 Citations (Scopus)

Abstract

A facile and practical removal of 2-oxazolidinone and 2-hydroxyethylamine auxiliaries was accomplished by treating the corresponding N-acyl-2-oxazolidinone and N-(2-hydroxyethyl)amide derivatives in simple methoxide-carbonate systems. The presence of excess DMC (dimethyl carbonate) accelerates the N-acyl bond cleavage for those substrates under mild reaction conditions, and the present method was found to be useful especially for the synthesis of planar-chiral nicotinate.

Original languageEnglish
Pages (from-to)3599-3603
Number of pages5
JournalTetrahedron Letters
Volume44
Issue number18
DOIs
Publication statusPublished - 2003 Apr 28

    Fingerprint

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Cite this