Concepedia

Rhodium‐Catalyzed Double 1,4‐Addition of Arylboronic Acids to β‐Aryloxyacrylates Involving β‐Oxygen Elimination

Takanori Matsuda, Shigeru Shiose, Yuya Suda

Advanced Synthesis & Catalysis · 2011 · 21 citations · 24 references

DOI

Concepts

Abstract

Abstract The rhodium‐catalyzed addition reaction of arylboronic acids to β‐aryloxyacrylates gives 3,3‐diarylpropanoates in good yields. The double arylation reaction proceeds via the intermediate cinnamates generated by β‐oxygen elimination.

References

24

Formation of carbocycles through sequential carborhodation triggered by addition of organoborons

Tomoya Miura, Masahiro Murakami · Chemical Communications · 2006 · 247 citations

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Asymmetric Conjugate 1,4-Addition of Arylboronic Acids to α,β-Unsaturated Esters Catalyzed by Rhodium(I)/(<i>S</i>)-binap

Satoshi Sakuma, Masaaki Sakai, Ryoh Itooka et al. · The Journal of Organic Chemistry · 2000 · 218 citations

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Rhodium-Catalyzed Asymmetric Ring Opening of Oxabicyclic Alkenes with Organoboronic Acids

Mark Lautens, Chris Dockendorff, Keith Fagnou et al. · Organic Letters · 2002 · 213 citations

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A <i>C</i><sub>2</sub>-Symmetric Chiral Bis-Sulfoxide Ligand in a Rhodium-Catalyzed Reaction: Asymmetric 1,4-Addition of Sodium Tetraarylborates to Chromenones

Jun Chen, Junmin Chen, Feng Lang et al. · Journal of the American Chemical Society · 2010 · 172 citations

, , +14

Catalytic Asymmetric Synthesis with Rh−Diene Complexes:  1,4-Addition of Arylboronic Acids to Unsaturated Esters

Jean‐François Paquin, Corey R. J. Stephenson, Christian Defieber et al. · Organic Letters · 2005 · 155 citations

, , +12