Molecules 2013, 18(1), 14-26; doi:10.3390/molecules18010014
Article

An N-Linked Bidentate Phosphoramidite Ligand (N-Me-BIPAM) for Rhodium-Catalyzed Asymmetric 1,4-Addition of Arylboronic Acids to α,β-Unsaturated Ketones

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Received: 30 November 2012; in revised form: 14 December 2012 / Accepted: 17 December 2012 / Published: 20 December 2012
(This article belongs to the Special Issue Organoboron Chemistry)
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.
Abstract: A new bidentate phosphoramidite (N-Me-BIPAM) based on Shibasaki’s N-linked BINOL was synthesized. This ligand appears to be highly effective for rhodium-catalyzed asymmetric conjugated addition of arylboronic acids to α,β-unsaturated enones. The reaction of ortho-substituted arylboronic acid with acyclic and cyclic enones provides the corresponding products in good yields and enantioselectivities.
Keywords: asymmetric conjugate addition; rhodium catalyst; bidentate phosphoramidite ligand
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MDPI and ACS Style

Yamamoto, Y.; Kurihara, K.; Takahashi, Y.; Miyaura, N. An N-Linked Bidentate Phosphoramidite Ligand (N-Me-BIPAM) for Rhodium-Catalyzed Asymmetric 1,4-Addition of Arylboronic Acids to α,β-Unsaturated Ketones. Molecules 2013, 18, 14-26.

AMA Style

Yamamoto Y, Kurihara K, Takahashi Y, Miyaura N. An N-Linked Bidentate Phosphoramidite Ligand (N-Me-BIPAM) for Rhodium-Catalyzed Asymmetric 1,4-Addition of Arylboronic Acids to α,β-Unsaturated Ketones. Molecules. 2013; 18(1):14-26.

Chicago/Turabian Style

Yamamoto, Yasunori; Kurihara, Kazunori; Takahashi, Yoshinori; Miyaura, Norio. 2013. "An N-Linked Bidentate Phosphoramidite Ligand (N-Me-BIPAM) for Rhodium-Catalyzed Asymmetric 1,4-Addition of Arylboronic Acids to α,β-Unsaturated Ketones." Molecules 18, no. 1: 14-26.

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