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Asymmetric construction of chiral C-N axes through rhodium-catalyzed 1,4-addition
Authors:Wei-Liang Duan  Tamio Hayashi
Affiliation:Department of Chemistry, Graduate School of Science, Kyoto University, Sakyo, Kyoto 606-8502, Japan
Abstract:Catalytic asymmetric construction of chiral C-N axes has been developed through a rhodium-catalyzed asymmetric 1,4-addition reaction. Both central chirality and axial chirality have been controlled at the same time using Rh/(R,R)-Ph-bod catalyst with high enantio- and diastereoselectivity. This method has also been applied to the preparation of a planar-chiral ferrocene derivative. The resulting chiral C-N axis can be used as a good template to control the stereochemistry in the subsequent transformations such as alkylation and Diels-Alder reactions.
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