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Synfacts 2008(3): 0275-0275  
DOI: 10.1055/s-2008-1042698
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart · New York

Rhodium-Catalyzed Conjugate Addition of Boronic Acids to Vinyl 2-Pyridyl Sulfones

Contributor(s): Mark Lautens, Valentina Aureggi
P. Mauleón, I. Alonso, M. Rodríguez Rivero, J. C. Carretero*
Universitad Autonoma de Madrid, Spain
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Publication History

Publication Date:
21 February 2008 (online)

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Significance

Only a few examples of Rh-catalyzed addition of α,β-unsaturated sulfones with boronic acids are reported in the literature, despite the utility of sulfones in organic synthesis. This work describes a new efficient method for the Rh-catalyzed asymmetric conjugate addition of boronic acids to β-substituted vinyl 2-pyridyl sulfones. The corresponding sulfonylated products are obtained in good yields and enantioselectivities up to 92% ee.