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Electron-Poor Chiral Diphosphine Ligands: High Performance for Rh-Catalyzed Asymmetric 1,4-Addition of Arylboronic Acids at Room Temperature

Toshinobu Korenaga*, Kazutaka Osaki, Ryota Maenishi and Takashi Sakai

*Division of Chemistry and Biochemistry, Graduate School of Natural Science and Technology, Okayama University, 3-1-1 Tsushima-naka, Okayama 700-8530, Japan, Email: korenagacc.okayama-u.ac.jp

T. Korenaga, K. Osaki, R. Maenishi, T. Sakai, Org. Lett., 2009, 11, 2325-2328.

DOI: 10.1021/ol900719z


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Abstract

Electron-poor chiral diphosphine ligands were synthesized for controlling a transition-metal catalyst electronically. A ligated Rh catalyst showed excellent catalytic activity with high % ee for asymmetric 1,4-addition of arylboronic acids to α,β-unsaturated carbonyls at 20°C.

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Key Words

1,4-Addition


ID: J54-Y2009-1700