N-arylcarbonylpseudoprolines as tunable chiral derivatizing agents for the determination of the absolute configuration of secondary alcohols

So Yeong Han, Kihang Choi

Research output: Contribution to journalArticle

4 Citations (Scopus)

Abstract

New chiral derivatizing agents, 3-arylcarbonyl-2,2-dimethyloxazolidine-4- carboxylic acids (N-arylcarbonylpseudoprolines), were prepared through a simple, short-step synthesis. The absolute configuration of secondary alcohols can be assigned on the basis of the NMR spectroscopic chemical shift difference between diastereomeric pseudoproline esters. Preparation of more efficient agents was achieved simply by using aromatic groups with stronger anisotropic effect. New chiral derivatizing agents, N-arylcarbonylpseudoprolines, were prepared and used to determine the absolute configuration of secondary alcohols. Preparation of more efficient agents was achieved simply by using aromatic groups with stronger anisotropic effect.

Original languageEnglish
Pages (from-to)2920-2923
Number of pages4
JournalEuropean Journal of Organic Chemistry
Issue number16
DOIs
Publication statusPublished - 2011 Jun 1

Keywords

  • Chirality
  • Configuration determination
  • Conformation analysis

ASJC Scopus subject areas

  • Organic Chemistry
  • Physical and Theoretical Chemistry

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