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Synfacts 2009(11): 1234-1234  
DOI: 10.1055/s-0029-1218080
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart ˙ New York

Copper-Catalyzed Asymmetric Hydroboration of Styrenes

Contributor(s): Hisashi Yamamoto, Zhi Li
D. Noh, H. Chea, J. Ju, J. Yun*
Sungkyunkwan University, Suwon, Korea
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Publication History

Publication Date:
22 October 2009 (online)

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Significance

Highly regio- and enantioselective hydroboration of styrene derivatives is achieved using Cu(I)-chiral phosphine ligand catalysts. The reaction is proposed to undergo stereoselective copper-to-boron transmetalation at a benzylic carbon. The regioselectivity is usually greater that 99:1 in favor of the benzylic-substituted product.