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Efficient Synthesis of All-Carbon Quaternary Centers via the Conjugate Addition of Functionalized Monoorganozinc Bromides

Article DOI: 10.3791/59775-v • 07:50 min • May 26th, 2019
May 26th, 2019 •
1, 2, 2
1Warren and Katharine Schlinger Laboratory for Chemistry and Chemical Engineering, California Institute of Technology, 2Department of Chemistry, Bucknell University

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A simple and practical protocol for the efficient conjugate addition of functionalized monoorganozinc bromides to cyclic α,β-unsaturated carbonyls to furnish all-carbon quaternary centers was developed.

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Efficient Synthesis All-carbon Quaternary Centers Conjugate Addition Functionalized Monoorganozinc Bromides Protocol One-pot Preparation Copper-mediated Cyclic Alpha-beta-unsaturated Carbonyls High Yield Dimethylacetamide Organozinc Formation Widely Accessible Functionalized Organobromides Schlenk Reaction Flask Argon Ethyl 4-bromobutyrate Gas Chromatography Or GC Analysis Disposable Glass Pasteur Pipette Diethyl Ether Saturated Ammonium Chloride
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