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Synfacts 2007(8): 0854-0854
DOI: 10.1055/s-2007-968738
DOI: 10.1055/s-2007-968738
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart · New York
Stereoselectivity in Cross-Coupling of α-Bromo Sulfoxides and Arylboronic Acids
N. Rodríguez, C. Ramírez de Arellano, G. Asensio*, M. Medio-Simón
Universidad de Valencia, Spain
Weitere Informationen
Publikationsverlauf
Publikationsdatum:
24. Juli 2007 (online)
Significance
This is the first report concerning a mechanistic study of still rather uncommon Csp 3-Csp 2 cross-coupling reactions. The whole process was shown to proceed with inversion of the configuration, which takes place on the palladium oxidative addition step. Since enantiopure aryl sulfoxides are readily available, this method has also a significant synthetic utility for the preparation of various chiral target molecules.