Kinetic resolution by copper-catalyzed azide-alkyne cycloaddition

Jun Cai Meng, Valery V. Fokin, M. G. Finn

Research output: Contribution to journal › Article

85 Citations (Scopus)

Abstract

The use of chiral pybox ligands imparts enantioselectivity to the Cu I-catalyzed azide-alkyne cycloaddition reaction, in the form of kinetic resolution of α-chiral azides and desymmetrization of gem-diazides. While levels of selectivity are modest, the results show unequivocally that the process benefits from ligand-accelerated catalysis.

Original languageEnglish
Pages (from-to)4543-4546
Number of pages4
JournalTetrahedron Letters
Volume46
Issue number27
DOIs
Publication statusPublished - 4 Jul 2005
Externally publishedYes

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Alkynes
Azides
Cycloaddition
Cycloaddition Reaction
Copper
Gems
Ligands
Kinetics
Enantioselectivity
Catalysis

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this

Kinetic resolution by copper-catalyzed azide-alkyne cycloaddition. / Meng, Jun Cai; Fokin, Valery V.; Finn, M. G.

In: Tetrahedron Letters, Vol. 46, No. 27, 04.07.2005, p. 4543-4546.

Research output: Contribution to journal › Article

Meng, JC, Fokin, VV & Finn, MG 2005, 'Kinetic resolution by copper-catalyzed azide-alkyne cycloaddition', Tetrahedron Letters, vol. 46, no. 27, pp. 4543-4546. https://doi.org/10.1016/j.tetlet.2005.05.019
Meng JC, Fokin VV, Finn MG. Kinetic resolution by copper-catalyzed azide-alkyne cycloaddition. Tetrahedron Letters. 2005 Jul 4;46(27):4543-4546. https://doi.org/10.1016/j.tetlet.2005.05.019
Meng, Jun Cai ; Fokin, Valery V. ; Finn, M. G. / Kinetic resolution by copper-catalyzed azide-alkyne cycloaddition. In: Tetrahedron Letters. 2005 ; Vol. 46, No. 27. pp. 4543-4546.
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