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Iron-Catalyzed Cross-Coupling of Propargyl Ethers with Grignard Reagents for the Synthesis of Functionalized Allenes and Allenols
Angewandte Chemie International Edition ( IF 16.6 ) Pub Date : 2021-07-28 , DOI: 10.1002/anie.202106742
Daniels Posevins 1 , Aitor Bermejo-López 1 , Jan-E Bäckvall 1, 2
Affiliation  

Herein we disclose an iron-catalyzed cross-coupling reaction of propargyl ethers with Grignard reagents. The reaction was demonstrated to be stereospecific and allows for a facile preparation of optically active allenes via efficient chirality transfer. Various tri- and tetrasubstituted fluoroalkyl allenes can be obtained in good to excellent yields. In addition, an iron-catalyzed cross-coupling of Grignard reagents with α-alkynyl oxetanes and tetrahydrofurans is disclosed herein, which constitutes a straightforward approach towards fully substituted β- or γ-allenols, respectively.

中文翻译:

炔丙基醚与格氏试剂的铁催化交叉偶联用于合成官能化的丙二烯和丙二烯醇

在此,我们公开了炔丙基醚与格氏试剂的铁催化交叉偶联反应。该反应被证明是立体定向的,并允许通过有效的手性转移轻松制备光学活性丙二烯。各种三和四取代的氟代烷基丙二烯可以以良好至优异的产率获得。此外,本文公开了格氏试剂与 α-炔基氧杂环丁烷和四氢呋喃的铁催化交叉偶联,这构成了分别获得完全取代的 β-或 γ-烯丙醇的直接方法。
更新日期:2021-09-27
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