Kinetic resolution of alkyne-substituted quaternary oxindoles via copper catalysed azide-alkyne cycloadditions

William D G Brittain; Benjamin R Buckley; John S Fossey

doi:10.1039/C5CC04886A

Kinetic resolution of alkyne-substituted quaternary oxindoles via copper catalysed azide-alkyne cycloadditions

William D G Brittain, Benjamin R Buckley, John S Fossey

Chemistry

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Abstract

The synthesis and kinetic resolution of quaternary oxindoles through copper catalysed azide-alkyne cycloadditions is presented. Selectivity factors (s) up to 22.1 ± 0.5 are reported. Enantioenriched alkynes and triazoles were obtained in ≥80% enantiomeric excess (e.e.).

Original language	English
Pages (from-to)	17217-17220
Journal	Chemical Communications
Volume	51
Issue number	97
Early online date	27 Aug 2015
DOIs	https://doi.org/10.1039/C5CC04886A
Publication status	Published - 18 Dec 2015

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title = "Kinetic resolution of alkyne-substituted quaternary oxindoles via copper catalysed azide-alkyne cycloadditions",

abstract = "The synthesis and kinetic resolution of quaternary oxindoles through copper catalysed azide-alkyne cycloadditions is presented. Selectivity factors (s) up to 22.1 ± 0.5 are reported. Enantioenriched alkynes and triazoles were obtained in ≥80% enantiomeric excess (e.e.).",

author = "Brittain, {William D G} and Buckley, {Benjamin R} and Fossey, {John S}",

year = "2015",

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T1 - Kinetic resolution of alkyne-substituted quaternary oxindoles via copper catalysed azide-alkyne cycloadditions

AU - Brittain, William D G

AU - Buckley, Benjamin R

AU - Fossey, John S

PY - 2015/12/18

Y1 - 2015/12/18

N2 - The synthesis and kinetic resolution of quaternary oxindoles through copper catalysed azide-alkyne cycloadditions is presented. Selectivity factors (s) up to 22.1 ± 0.5 are reported. Enantioenriched alkynes and triazoles were obtained in ≥80% enantiomeric excess (e.e.).

AB - The synthesis and kinetic resolution of quaternary oxindoles through copper catalysed azide-alkyne cycloadditions is presented. Selectivity factors (s) up to 22.1 ± 0.5 are reported. Enantioenriched alkynes and triazoles were obtained in ≥80% enantiomeric excess (e.e.).

U2 - 10.1039/C5CC04886A

DO - 10.1039/C5CC04886A

M3 - Article

C2 - 26311134

SN - 1359-7345

VL - 51

SP - 17217

EP - 17220

JO - Chemical Communications

JF - Chemical Communications

IS - 97

ER -

Kinetic resolution of alkyne-substituted quaternary oxindoles via copper catalysed azide-alkyne cycloadditions

Abstract

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