Kinetic and chemical resolution of different 1-phenyl-2-propanol derivatives

Violetta Kiss, Gabriella Egri, József Bálint, István Ling, József Barkóczi, Elemér Fogassy

Research output: Contribution to journalArticle

11 Citations (Scopus)

Abstract

Seven chiral target molecules containing a hydroxy group have been resolved by both biocatalytic and chemical means. The lipase-catalyzed acylation mainly yielded the acylated derivative of the (R)-alcohols with moderate enantiomeric excess and the enantiopure (S)-alcohols. In the course of the chemical resolution, first the dicarboxylic acid monoesters of the target molecules were synthesized and the resolution of these monoesters was attempted by different homochiral bases. By re-resolution and/or optimization of the reaction time and/or recrystallization, respectively, each molecule was produced in very high enantiomeric purity.

Original languageEnglish
Pages (from-to)2220-2234
Number of pages15
JournalTetrahedron Asymmetry
Volume17
Issue number15
DOIs
Publication statusPublished - Sep 11 2006

ASJC Scopus subject areas

  • Catalysis
  • Physical and Theoretical Chemistry
  • Organic Chemistry
  • Inorganic Chemistry

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