Molecules 2011, 16(6), 5020-5034; doi:10.3390/molecules16065020
Article

Ru/Me-BIPAM-Catalyzed Asymmetric Addition of Arylboronic Acids to Aliphatic Aldehydes and α-Ketoesters

Yasunori Yamamoto* email, Tomohiko Shirai, Momoko Watanabe, Kazunori Kurihara and Norio Miyaura
Division of Chemical Process Engineering, Graduate School of Engineering, Hokkaido University, kita 13, Nishi 8, Kita-ku, Sapporo 060-8628, Japan
* Author to whom correspondence should be addressed.
Received: 31 May 2011; in revised form: 13 June 2011 / Accepted: 15 June 2011 / Published: 17 June 2011
(This article belongs to the Special Issue Catalytic Asymmetric Synthesis)
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Abstract: A ruthenium-catalyzed asymmetric arylation of aliphatic aldehydes and α-ketoesters with arylboronic acids has been developed, giving chiral alkyl(aryl)methanols and α-hydroxy esters in good yields. The use of a chiral bidentate phosphoramidite ligand (Me-BIPAM) achieved excellent enantioselectivities.
Keywords: asymmetric catalyst; bidentate phosphoramidite ligand; ruthenium catalyzed arylation

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MDPI and ACS Style

Yamamoto, Y.; Shirai, T.; Watanabe, M.; Kurihara, K.; Miyaura, N. Ru/Me-BIPAM-Catalyzed Asymmetric Addition of Arylboronic Acids to Aliphatic Aldehydes and α-Ketoesters. Molecules 2011, 16, 5020-5034.

AMA Style

Yamamoto Y, Shirai T, Watanabe M, Kurihara K, Miyaura N. Ru/Me-BIPAM-Catalyzed Asymmetric Addition of Arylboronic Acids to Aliphatic Aldehydes and α-Ketoesters. Molecules. 2011; 16(6):5020-5034.

Chicago/Turabian Style

Yamamoto, Yasunori; Shirai, Tomohiko; Watanabe, Momoko; Kurihara, Kazunori; Miyaura, Norio. 2011. "Ru/Me-BIPAM-Catalyzed Asymmetric Addition of Arylboronic Acids to Aliphatic Aldehydes and α-Ketoesters." Molecules 16, no. 6: 5020-5034.

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