Concepedia

Novel Lactonization with Phenonium Ion Participation Induced by Hypervalent Iodine Reagents

Amanda C. Boye, Dominik Meyer, Crystal K. Ingison, Andrew N. French, Thomas Wirth

Organic Letters · 2003 · 125 citations · 25 references

DOI

Concepts

Abstract

[reaction: see text] A novel lactonization of 4-aryl-4-pentenoic acids is described using aryl-lambda(3)-iodanes as reagents for this transformation. The hypervalent iodine species acts as a hypernucleofuge, generating intermediate phenonium ions, which react to aryl-migrated lactones.

References

25

Versatile Catalysts for the Suzuki Cross-Coupling of Arylboronic Acids with Aryl and Vinyl Halides and Triflates under Mild Conditions

Adam F. Littke, Chaoyang Dai, Gregory C. Fu · Journal of the American Chemical Society · 2000 · 1.6K citations

, , +13

Chemistry of hypervalent compounds

Choice Reviews Online · 1999 · 631 citations

, , +9

Perfluoroalkanesulfonic Esters: Methods of Preparation and Applications in Organic Chemistry

Peter J. Stang, Michael Hanack, L. R. Subramanian · Synthesis · 1982 · 504 citations

, , +4

Hypervalent Iodine Compounds: Recent Advances in Synthetic Applications

Thomas Wirth · Synthesis · 1999 · 225 citations

, , +5

Carbocation Chemistry

Colin Eaborn · Journal of Organometallic Chemistry · 1986 · 204 citations