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Synlett 2001; 2001(9): 1461-1463
DOI: 10.1055/s-2001-16792
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Enantioselective Baeyer-Villiger Oxidations Catalyzed by Chiral Magnesium Complexes

Carsten Bolm* , Oliver Beckmann, Annabel Cosp, Chiara Palazzi
  • *Institut für Organische Chemie der RWTH Aachen, Professor Pirlet-Str. 1, 52056 Aachen, Germany; Fax + 49 241 8888 391; E-mail: Carsten.Bolm@oc.RWTH-Aachen.de
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Publication Date:
28 August 2001 (online)

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Catalytic enantioselective Baeyer-Villiger oxidations of 3-substituted cyclobutanones with cumene hydroperoxide as oxidant have successfully been performed in the presence of chiral magnesium catalysts. The combination of enantiopure BINOL and a variety of Mg reagents is able to promote the oxidation of ketones with good enantiomeric excesses. MgI2 or MeMgI as metal source were found to give the best enantioselectivies.

asymmetric catalysis - Baeyer-Villiger reaction - BINOL - lactones - magnesium - oxidation

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