Synthesis of a new chiral ligand, 6,6'-dihydroxy-5, 5'-biquinoline (BIQOL) and its applications in the asymmetric addition of diethylzinc to aldehydes

Yi Xin Chen, Li Wei Yang, Yue Ming Li, Zhong Yuan Zhou, Kim Hung Lam, Albert S.C. Chan, Hoi Lun Kwong

Research output: Journal article publicationJournal articleAcademic researchpeer-review

20 Citations (Scopus)

Abstract

A new chiral ligand 6, 6'-dihydroxy-5, 5'-biquinoline (BIQOL, 2) was prepared via Cu2+ mediated coupling. The resolution was carried out by separating the corresponding ditrifluomethanesulfonate on chiral column. When applied to the enantioselective addition of diethylzinc to aromatic aldehydes, this ligand induced the reaction with enantioselectivity equivalent to that induced by BINOL. The effects of solvent and reaction temperature on enantioselectivity were also studied. (C) 2000 Wiley-Liss, Inc.

Original languageEnglish
Pages (from-to)510-513
Number of pages4
JournalChirality
Volume12
Issue number5-6
DOIs
Publication statusPublished - 1 Jan 2000

Keywords

  • BINOL
  • BIQOL
  • Diethylzinc
  • Quinoline

ASJC Scopus subject areas

  • Analytical Chemistry
  • Catalysis
  • Pharmacology
  • Drug Discovery
  • Spectroscopy
  • Organic Chemistry

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