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Synfacts 2007(12): 1293-1293  
DOI: 10.1055/s-2007-991380
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart · New York

Asymmetric Addition of Organoboron to Alkenes by Oxidative Pd(II) Catalysis

Contributor(s): Mark Lautens, Frédéric Ménard
K. S. Yoo, C. P. Park, C. H. Yoon, S. Sakaguchi, J. O’Neill, K. W. Jung*
University of Southern California, Los Angeles and University of South Florida, Tampa, USA
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Publikationsdatum:
22. November 2007 (online)

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Significance

Intermolecular Heck-type reactions providing high levels of enantioselectivity are still eluding the research community. The present oxidative catalytic system may represent an important step forward. The method showed much more consistent ee values than existing systems (62-75% vs 17-75%, respectively). Aldehydes and esters reacted equally well with electron-rich and electroneutral boronic acids.