Synthesis of polymeric chiral oxazoline and its applications on the asymmetric induction

Jui-Hsiang Liu, Jue‐Cheng ‐C Kuo

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10 Citations (Scopus)

Abstract

A series of diastereoisomeric amino bicyclo [2,2,1] heptane derivatives was synthesized from (+)‐camphor. Further treatment of aminobornanols with triethyl orthopropionate afforded chiral oxazolines, which were found to be efficient for the asymmetric induction of carboxylic acids. Synthesis and polymerization of the new chiral oxazolinebornyl methacrylate derived from aminobornanols was carried out. Effects of temperature, solvents, and molar ratio of the reagent on the polymerization of the linear chiral polymers and the synthesis of the insoluble chiral crosslinked polymers were also discussed. Aminobornanols and chiral polymers with pendant aminobornanol moieties were found to be efficient for the asymmetric induction of chiral methylalkanoic acids. Recovery of the chiral reagents, the stereoselectivity of chiral oxazolines, and the parameters governing its successful implementation and the mechanistic aspects of the processes were also investigated.

Original languageEnglish
Pages (from-to)2207-2218
Number of pages12
JournalJournal of Applied Polymer Science
Volume40
Issue number11-12
DOIs
Publication statusPublished - 1990

All Science Journal Classification (ASJC) codes

  • Chemistry(all)
  • Surfaces, Coatings and Films
  • Polymers and Plastics
  • Materials Chemistry

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