Hongjun Liu and Choon-Hong Tan
Tetrahedron Letters, 2007, 48, 8220–8222
Abstract: A convenient approach has been developed for iodolactonisation using iodobenzene as catalyst. The active reagent was generated in situ with tetra-n-butylammonium iodide (TBAI) and hypervalent iodine reagent, diacetoxyiodobenzene (PIDA). PIDA, in turn, was generated in situ using a catalytic amount of iodobenzene with sodium perborate monohydrate as the stoichiometric oxidant. A variety of olefinic acids including δ-pentenoic acids, δ-pentynoic acids and δ-hexynoic acid gave high yields of lactones using this methodology.
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