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Synfacts 2007(10): 1076-1076
DOI: 10.1055/s-2007-969021
DOI: 10.1055/s-2007-969021
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart · New York
Enantioselective Synthesis of β-Lactones
T. Kull, R. Peters*
ETH Zürich, Switzerland
Further Information
Publication History
Publication Date:
07 November 2007 (online)
Significance
An aluminum-catalyzed enantioselective [2+2] cycloaddition of ketenes and aldehydes provides a practical synthesis of enantioenriched β-lactones. The Al source is either DIBAL-H or Et3Al and the ligand is either a diphenyl or a dicyclohexyldiamine. Both α-branched and α-unbranched aldehydes are compatible with the reaction conditions, producing β-lactones in high yields and moderate to good ee values.