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Published on: April 4, 2014
Nickel-Catalyzed Suzuki-Miyaura Cross-Coupling Reaction of Aliphatic Alcohol Derivatives
Chloe D Wong1, Lauren C Bradford1, Nadia Hirbawi1
1Department of Chemistry, University of California, Irvine, California, 92617, USA.
Abstract:
Reactions leveraging readily available starting materials are valuable for synthetic utility, especially for late-stage functionalization. Herein, we report a nickel-catalyzed Suzuki-Miyaura cross-coupling (XC) reaction of aliphatic sulfonates with aryl boronic acids. This reaction provides straightforward access to an array of arylated products in good yield. We have established a one-pot protocol allowing for the arylation of alcohols in a single reaction vessel. Additionally, an asymmetric reaction was developed to provide enantioenriched α-aryl and heteroaryl glutarimides in good yield and enantioselectivity.
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