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Expanding the Scope of Atropisomeric Monodentate P-Donor Ligands in Asymmetric Catalysis: Hydrogen-Transfer Reduction of α,β-Unsaturated Acid Derivatives by Rhodium/Ph-binepine Catalysts

✍ Scribed by Elisabetta Alberico; Ilenia Nieddu; Rossana Taras; Serafino Gladiali


Publisher
John Wiley and Sons
Year
2006
Tongue
German
Weight
135 KB
Volume
89
Category
Article
ISSN
0018-019X

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✦ Synopsis


Abstract

A range of α,β‐unsaturated acids and esters have been selectively reduced to the corresponding saturated acid derivatives by hydrogen transfer. As the reducing agent, formic acid was used in the presence of Rh^I^ complexes formed with the powerful chiral ligand Ph‐binepine (1), an axially chiral binaphthalene‐type monodentate P‐donor ligand. Very high stereoselectivities (up to 97% ee) were obtained in the case of itaconic acid (2a).