Iron‐Catalyzed Cross‐Coupling of Propargyl Ethers with Grignard Reagents for the Synthesis of Functionalized Allenes and Allenols

نویسندگان

چکیده

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

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منابع مشابه

Iron‐catalyzed Cross‐Coupling of Propargyl Carboxylates and Grignard Reagents: Synthesis of Substituted Allenes

Presented herein is a mild, facile, and efficient iron-catalyzed synthesis of substituted allenes from propargyl carboxylates and Grignard reagents. Only 1-5 mol % of the inexpensive and environmentally benign [Fe(acac)3 ] at -20 °C was sufficient to afford a broad range of substituted allenes in excellent yields. The method tolerates a variety of functional groups.

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ژورنال

عنوان ژورنال: Angewandte Chemie

سال: 2021

ISSN: ['1521-3773', '1433-7851', '0570-0833']

DOI: https://doi.org/10.1002/ange.202106742