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Synlett 1997; 1997(10): 1151-1152
DOI: 10.1055/s-1997-977
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Enantioselective Metal-catalyzed Baeyer-Villiger Oxidation of Cyclobutanones

Carsten Bolm* , T. Kim Khanh Luong, Gunther Schlingloff
  • *Institut für Organische Chemie der RWTH Aachen, Professor Pirlet-Str. 1, D-52056 Aachen, Germany, Fax (Int.) 241 8888 391; e-mail Carsten.Bolm@RWTH-Aachen.de
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Publication Date:
31 December 2000 (online)

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Optically active lactones are obtained by metal-catalyzed aerobic oxidation of prochiral cyclobutanones. Starting from 3-monosubstituted substrates lactones with moderate enantioselective (up to 47% ee) have been obtained. Kelly's tricyclic ketone 8 provides the corresponding lactone with 91% enantiomeric excess.

Baeyer-Villiger reaction - oxidation - cyclobutanone - asymmetric catalysis