Asymmetric Functionalization of C–H Bonds
CHAPTER 3: Asymmetric Oxidative Biaryl Coupling Reactions
Published:30 Jul 2015
Special Collection: 2015 ebook collection , 2011-2015 organic chemistry subject collectionSeries: Catalysis Series
C. Zheng and S. You, in Asymmetric Functionalization of C–H Bonds, ed. S. You, The Royal Society of Chemistry, 2015, pp. 92-125.
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This chapter gives an overview on the asymmetric oxidative biaryl coupling reactions which have emerged as powerful synthetic methods towards axially chiral biaryl compounds that are widely embedded in natural products and have also been applied in asymmetric synthesis as the chirality inducing elements. These reactions feature direct oxidation of aryl C–H bonds thus allowing simple arenes as the starting materials. The reactions can be promoted by various organometallic catalysts, including Cu-, V-, Ru-, or Fe-based chiral complexes, as well as some small molecule organocatalysts. The application of asymmetric oxidative biaryl coupling reactions in the syntheses of chiral conjugated oligomers and polymers and natural products will also be covered briefly by discussing some representative examples.