Iron-Catalyzed Enantioselective Cross-Coupling Reactions of α-Chloroesters with Aryl Grignard Reagents
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چکیده
منابع مشابه
Iron-catalyzed desulfinylative C-C cross-coupling reactions of sulfonyl chlorides with grignard reagents.
Carbon–carbon cross-coupling reactions are very important in the areas of material science and medicinal chemistry. Most current methods require expensive transition-metal catalysts (for example, based on Cu, Pd, Co, Ni, Pt, Ru, and Rh) and ligands (for example, phosphines). Early reports by Kharasch and Reinmuth in 1954 and then by Tamura and Kochi in 1971 suggested that inexpensive Grignard r...
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The use of transition-metal catalysis to form new C C bonds is an important tool in organic synthesis. Palladiumand nickel-catalyzed C C bond-forming reactions have been extensively explored and are well understood. The use of iron as the catalyst has gained much less attention, despite the innovative work of Kochi et al. in the 1970s. Recently, several groups have turned their attention toward...
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In this manuscript we highlight the potential of stereospecific nickel-catalyzed cross-coupling reactions for applications in the pharmaceutical industry. Using an inexpensive and sustainable nickel catalyst, we report a gram-scale Kumada cross-coupling reaction. Reactions are highly stereospecific and proceed with inversion at the benzylic position. We also expand the scope of our reaction to ...
متن کاملA Synthesis of Substituted α-Allenols via Iron-Catalyzed Cross-Coupling of Propargyl Carboxylates with Grignard Reagents
α-Allenols are attractive and versatile compounds whose preparation can be a nontrivial task. In this Letter, we provide a method for the prompt synthesis of substituted α-allenols via a catalytic cross-coupling reaction which makes use of a nontoxic and cost-effective iron catalyst. The catalyst loading is typically as low as 1-5 mol %. The mild reaction conditions (-20 °C) and the short react...
متن کاملIron‐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: Journal of the American Chemical Society
سال: 2015
ISSN: 0002-7863,1520-5126
DOI: 10.1021/jacs.5b02277