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

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

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 wi...

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Bibliographic Details
Published in:Molecules (Basel, Switzerland) Vol. 18; no. 1; p. 14
Main Authors: Yamamoto, Yasunori, Kurihara, Kazunori, Takahashi, Yoshinori, Miyaura, Norio
Format: Journal Article
Language:English
Published: Basel MDPI AG 01-01-2013
Subjects:
Acids
Carbon
Ligands
Online Access:Get full text
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Description
Summary: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.
ISSN:1420-3049
DOI:10.3390/molecules18010014