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Asymmetric Hydroxylative Phenol Dearomatization through In Situ Generation of Iodanes from Chiral Iodoarenes and m‐CPBA |
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| Authors: | Stéphane Quideau Prof Gildas Lyvinec Dr Mélanie Marguerit Katell Bathany Aurélie Ozanne‐Beaudenon Dr Thierry Buffeteau Dr Dominique Cavagnat Dr Alain Chénedé Dr |
| Institution: | 1. Université de Bordeaux, Institut des Sciences Moléculaires (CNRS UMR 5255), Institut Européen de Chimie et Biologie, 2 rue Robert Escarpit, 33607 Pessac Cedex (France), Fax: (+33)?5‐4000‐2215;2. Simafex, 17230 Marans (France) |
| Abstract: | ′I′ is all the hype : A twofold excess of iodoarene in the title reaction leads to ortho‐quinols in good yields, whereas organocatalytic versions of this reaction enable subsequent epoxidation in a regio‐ and diastereoselective fashion. Chiral iodobiarenes led to enantioselectivities up to 50 % ee. m‐CPBA=meta‐chloroperoxybenzoic acid.  |
| Keywords: | asymmetric synthesis dearomatization hypervalent compounds iodine vibrational circular dichroism |