Enantioselective Copper-Catalyzed Azide-Alkyne Click Cycloaddition to Desymmetrization of Maleimide-Based Bis(alkynes)

Song Tao; Li Li; Zhou Wei; Zheng Zhan-Jiang; Deng Yuan; Xu Zheng; Xu Li-Wen

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Enantioselective Copper-Catalyzed Azide-Alkyne Click Cycloaddition to Desymmetrization of Maleimide-Based Bis(alkynes)

机译：对映选择性铜催化的叠氮化物-炔烃点击环加成反应对马来酰亚胺基双炔的不对称化

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摘要

A copper catalyst system derived from TaoPhos and CuF2 was used successfully for catalytic asymmetric Huisgen [3+2] cycloaddition of azides and alkynes to give optically pure products containing succinimide- and triazole-substituted quaternary carbon stereogenic centers. The desired products were obtained in good yields (60-80%) and 85:15 to >99:1 enantiomeric ratio (e.r.) in this click cycloaddition reaction.

机译：衍生自TaoPhos和CuF2的铜催化剂系统已成功用于催化不对称的Huisgen [3 + 2]叠氮化物和炔烃的环加成反应，以提供包含琥珀酰亚胺和三唑取代的季碳立构中心的光学纯产物。在该点击环加成反应中，以良好的收率（60-80％）和85∶15至＞ 99∶1的对映体比率（e.r.）获得所需产物。

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《Chemistry: A European journal》 |2015年第2期|共5页
作者
Song Tao; Li Li; Zhou Wei; Zheng Zhan-Jiang; Deng Yuan; Xu Zheng; Xu Li-Wen;
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正文语种 eng
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alkynes; asymmetric catalysis; azides; click chemistry; copper;

机译：炔烃;不对称催化;叠氮化物;点击化学;铜;

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1. Enantioselective Copper-Catalyzed Azide-Alkyne Click Cycloaddition to Desymmetrization of Maleimide-Based Bis(alkynes) [J] . Song Tao, Li Li, Zhou Wei, Chemistry: A European journal . 2015,第2期

机译：对映选择性铜催化的叠氮化物-炔烃点击环加成反应对马来酰亚胺基双炔的不对称化
2. Tao-Phos-controlled desymmetrization of succinimide-based bisalkynes via asymmetric copper-catalyzed Huisgen alkyne-azide click cycloaddition: substrate scope and mechanism [J] . Chen Mu-Yi, Song Tao, Zheng Zhan-Jiang, RSC Advances . 2016,第63期

机译：通过非对称铜催化的琥珀酰亚胺的双链条的TAO-PHOS控制的取差异化Huisgen alkyne-叠氮化物点击环加入：基板范围和机制
3. The use of ligands in copper-catalyzed [3+2] azide-alkyne cycloaddition: Clicker than click chemistry? [J] . Díez-González S. Current organic chemistry . 2011,第16期

机译：配体在铜催化的[3 + 2]叠氮化物-炔烃环加成反应中的使用：比点击化学更棘手？
4. SYNTHESIS OF FUNCTIONALIZED ALIPHATIC POLYESTERS BY THE "CLICK" COPPER-CATALYZED ALKYNE-AZIDE CYCLOADDITION [C] . PHILIPPE LECOMTE, RAPHAEL RIVA, CHRISTINE JEROME NATO Advanced Study Institute on New Smart Materials via Metal Mediated Macromolecular Engineering: from Complex to Nano Structures . 2009

机译：通过“点击”铜催化的炔芳酮 - 叠氮化物环加成合成官能化脂族聚酯
5. Poly(Triazole) Networks via Photo-Initiated Click Reactions: Copper-Catalyzed Azide-Alkyne Cycloaddition Polymerization and Thiol-Norbornene Polymerization [D] . Wang, Xiance. 2021

机译：聚（三唑）网络通过光起动的咔哒反应：铜催化的叠氮化物 - 炔烃环加成聚合和硫醇 - 降冰片烯聚合
6. Copper-catalyzed azide-alkyne cycloaddition (click chemistry)-based Detection of Global Pathogen-host AMPylation on Self-assembled Human Protein Microarrays [O] . Xiaobo Yu, Andrew R. Woolery, Phi Luong, 2014

机译：基于铜催化的叠氮化物-炔烃环加成（单击化学）的自组装人类蛋白质微阵列上全球病原体宿主AMPylation的检测
7. The Use of Ligands in Copper-Catalyzed 3+2 Azide-Alkyne Cycloaddition: Clicker than Click Chemistry? [O] . Diez-Gonzalez S 2011

机译：铜催化3 + 2叠氮 - 炔烃环加成中配体的使用：点击化学？

Enantioselective Copper-Catalyzed Azide-Alkyne Click Cycloaddition to Desymmetrization of Maleimide-Based Bis(alkynes)

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