Redox-Neutral Atom-Economic Rhodium-Catalyzed Coupling of Terminal Alkynes with Carboxylic Acids Toward Branched Allylic Esters

Alexandre Lumbroso; Philipp Koschker; Nicolas R. Vautravers; Bernhard Breit

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Redox-Neutral Atom-Economic Rhodium-Catalyzed Coupling of Terminal Alkynes with Carboxylic Acids Toward Branched Allylic Esters

机译：末端炔烃与羧酸向分支烯丙基酯的氧化还原中性原子经济铑催化偶联

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摘要

A new method for the preparation of a wide range of branched allylic esters from terminal alkynes that proceeds via a redox-neutral propargylic CH activation employing a rhodium(I)/DPEphos catalyst is reported.

机译：报道了一种由末端炔烃制备多种支链烯丙基酯的新方法，该方法通过使用铑（I）/ DPEphos催化剂通过氧化还原中性炔丙基CH活化进行。

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《Journal of the American Chemical Society 》 |2011年第8期| p.2386-2389| 共4页
作者
Alexandre Lumbroso; Philipp Koschker; Nicolas R. Vautravers; Bernhard Breit;
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作者单位

Institut fiir Organische Chemie und Biochemie, Freiburg Institute for Advanced Studies (FRIAS), Albert-Ludwigs-Universitat Freiburg,Albertstrasse 21, 79104 Freiburg im Breisgau, Germany;

Institut fiir Organische Chemie und Biochemie, Freiburg Institute for Advanced Studies (FRIAS), Albert-Ludwigs-Universitat Freiburg,Albertstrasse 21, 79104 Freiburg im Breisgau, Germany;

Institut fiir Organische Chemie und Biochemie, Freiburg Institute for Advanced Studies (FRIAS), Albert-Ludwigs-Universitat Freiburg,Albertstrasse 21, 79104 Freiburg im Breisgau, Germany;

Institut fiir Organische Chemie und Biochemie, Freiburg Institute for Advanced Studies (FRIAS), Albert-Ludwigs-Universitat Freiburg,Albertstrasse 21, 79104 Freiburg im Breisgau, Germany;

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专利

1. Enantioselective Redox-Neutral Rh-Catalyzed Coupling of Terminal Alkynes with Carboxylic Acids Toward Branched Allylic Esters [J] . Philipp Koschker, Matthias Kaehny, Bernhard Breit Journal of the American Chemical Society . 2015 ,第8期

机译：末端炔烃与羧酸向支链烯丙基酯的对映选择性氧化还原中性Rh催化偶联
2. Atom economic macrolactonization and lactonization via redox-neutral rhodium-catalyzed coupling of terminal alkynes with carboxylic acids [J] . Alexandre Lumbroso, Nacim Abermil, Bernhard Breit Chemical science . 2012 ,第3期

机译：通过末端炔烃与羧酸的氧化还原中性铑催化原子经济宏观内酯化和内酯化
3. Enantioselective Synthesis of Branched Allylic Esters via Rhodium-Catalyzed Coupling of Allenes with Carboxylic Acids [J] . Philipp Koschker, Alexandre Lumbroso, Bernhard Breit Journal of the American Chemical Society . 2011 ,第51期

机译：铑催化的烯丙基与羧酸的偶合对映选择性合成支链烯丙基酯
4. Influence of Carboxylic Acid-Carboxylic Ester Ratio of Carboxylic Acid Ester Superplasticizer on Characteristics of Cement Mixtures [C] . G. Ferrari, T. Cerulli, P. Clemente, CANMET/ACI international conference on superplasticizers and other chemical admixtures in concrete . 2000

机译：羧酸酯高效减水剂的羧酸酯比对水泥混合料性能的影响
5. Exploration of alpha-Diazocarbonyl Compounds for Transition-Metal Catalyzed Carbon-Carbon Bond Formations. Development of Palladium-Catalyzed Stereoselective Synthesis of Trisubstituted Alkenes and the Synthesis of Quaternary alpha,alpha-Heterodiaryl Carboxylic Acids by Rhodium-Catalyzed Multi-Component Coupling Reactions. [D] . Tsoi, Yuk Tai. 2012

机译：探索用于过渡金属催化的碳-碳键形成的α-重氮羰基化合物。铑催化的多组分偶合反应在钯催化的立体选择性合成三取代的烯烃上的发展和季铵的α，α-杂二芳基羧酸的合成。
6. Scope and Mechanistic Investigations on the Solvent-Controlled Regio- and Stereoselective Formation of Enol Esters from the Ruthenium-Catalyzed Coupling Reaction of Terminal Alkynes and Carboxylic Acids [O] . Chae S. Yi, Ruili Gao -1

机译：从终端炔烃和羧酸的钌催化偶联反应烯醇酯的溶剂控制的区域选择性和立体选择性合成范围和机理的调查
7. Rhodium-Catalyzed Addition of Carboxylic Acids to Terminal Alkynes towards Z-Enol Esters [O] . Stephanie Ganss 2016

机译：向Z-ENOL酯添加到末端炔烃中的铑催化加入羧酸至末端

Redox-Neutral Atom-Economic Rhodium-Catalyzed Coupling of Terminal Alkynes with Carboxylic Acids Toward Branched Allylic Esters

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