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One-pot regioselective synthesis of chromanyl(phenyl)-lambda(3)-iodanes: tandem oxidative cyclization and lambda(3)-iodanation of 3-phenylpropanols
Authors:Miyamoto Kazunori  Hirobe Masaya  Saito Motomichi  Shiro Motoo  Ochiai Masahito
Affiliation:Graduate School of Pharmaceutical Sciences, University of Tokushima, 1-78 Shomachi, Tokushima, Japan.
Abstract:Reaction of 3-phenylpropanol with an activated iodosylbenzene-18-crown-6 complex [PhI(OH)BF4-18C6] in dichloromethane in the presence of BF3-Et2O afforded directly the 6-chromanyl(phenyl)-lambda3-iodane-18C6 complex through tandem oxidative intramolecular cyclization yielding chroman and its regioselective phenyl-lambda3-iodanation.
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