One-Pot Regioselective Synthesis of Chromanyl(phenyl)-λ3-iodanes:  Tandem Oxidative Cyclization and λ3-Iodanation of 3-Phenylpropanols

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)-λ3-iodane−18C6 complex through tandem oxidative intramolecular cyclization yielding chroman and its regioselecti...

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Bibliographic Details
Published inOrganic letters Vol. 9; no. 10; pp. 1995 - 1998
Main Authors Miyamoto, Kazunori, Hirobe, Masaya, Saito, Motomichi, Shiro, Motoo, Ochiai, Masahito
Format Journal Article
LanguageEnglish
Published American Chemical Society 10.05.2007
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Summary: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)-λ3-iodane−18C6 complex through tandem oxidative intramolecular cyclization yielding chroman and its regioselective phenyl-λ3-iodanation.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol0706105