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Zirconium-mediated asymmetric baeyer-villiger oxidation
1Institut fur Organische Chemie der RWTH Aachen, Aachen, Germany. Carsten.Bolm@oc.rwth-aachen.de
Chirality
|May 29, 2000
Abstract:
Combinations of axially chiral C2-symmetric diols were used as ligands in zirconium-mediated Baeyer-Villiger reactions. The in situ preformed Zr-diol species proved effective in the asymmetric oxidation of bicyclic and monosubstituted cyclobutanones when a hydroperoxide was employed as oxidant. Asymmetric induction could be preserved upon replacement of one out of two enantiopure BINOL ligands by conformationally flexible 2,2'-biphenol.