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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title = "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.",

author = "Meng, {Jun Cai} and Fokin, {Valery V.} and Finn, {M. G.}",

year = "2005",

month = jul,

day = "4",

doi = "10.1016/j.tetlet.2005.05.019",

language = "English",

volume = "46",

pages = "4543--4546",

journal = "Tetrahedron Letters",

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publisher = "Elsevier Limited",

number = "27",

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AU - Meng, Jun Cai

AU - Fokin, Valery V.

AU - Finn, M. G.

PY - 2005/7/4

Y1 - 2005/7/4

N2 - 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.

AB - 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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DO - 10.1016/j.tetlet.2005.05.019

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VL - 46

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EP - 4546

JO - Tetrahedron Letters

JF - Tetrahedron Letters

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