Kinetic resolution by copper-catalyzed azide-alkyne cycloaddition

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 language	English
Pages (from-to)	4543-4546
Number of pages	4
Journal	Tetrahedron Letters
Volume	46
Issue number	27
DOIs	https://doi.org/10.1016/j.tetlet.2005.05.019
Publication status	Published - 4 Jul 2005
Externally published	Yes

ASJC Scopus subject areas

Biochemistry
Organic Chemistry
Drug Discovery

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10.1016/j.tetlet.2005.05.019

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Meng, J. C., Fokin, V. V., & Finn, M. G. (2005). Kinetic resolution by copper-catalyzed azide-alkyne cycloaddition. Tetrahedron Letters, 46(27), 4543-4546. https://doi.org/10.1016/j.tetlet.2005.05.019

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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.",

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