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通过铜催化的叠氮化物-炔烃环加成反应实现炔烃取代的季碳氧化吲哚的动力学拆分

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

作者信息

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

机构信息

School of Chemistry, University of Birmingham, Edgbaston, Birmingham, West Midlands B15 2TT, UK.

Department of Chemistry, Loughborough University, Loughborough, Leicestershire LE11 3TU, UK.

出版信息

Chem Commun (Camb). 2015 Dec 18;51(97):17217-20. doi: 10.1039/c5cc04886a.

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.).

摘要

本文介绍了通过铜催化的叠氮化物-炔烃环加成反应合成季碳氧化吲哚及其动力学拆分。报道的选择性因子(s)高达22.1±0.5。对映体富集的炔烃和三唑以≥80%的对映体过量(e.e.)获得。

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