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Synfacts 2008(11): 1196-1196
DOI: 10.1055/s-0028-1083436
DOI: 10.1055/s-0028-1083436
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag
Stuttgart ˙ New YorkAsymmetric Reformatsky Reaction with ortho-Substituted Diarylketones
M. Á. Fernández-Ibáñez, B. Maciá, A. J. Minnaard, B. L. Feringa*
University of Groningen, The Netherlands
Weitere Informationen
Publikationsverlauf
Publikationsdatum:
23. Oktober 2008 (online)

Significance
Enantioselective addition of nucleophiles to diarylketones is typically challenging because of the similarity in steric bulk of substituents. The authors have found the first catalytic system able to catalyze a Reformatsky reaction with diarylketones using a readily available chiral BINOL derivative and air. Indeed, oxygen is a necessary component of the reaction, as it is crucial to initiate a radical pathway. The enantiomeric excess obtained represents the state of the art for this reaction.