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Asymmetric Hydrogenation Of β-Aryloxy/Alkoxy Cinnamic Nitriles And Esters.

Duanyang Kong, M. Li, Rui Wang, Guofu Zi, G. Hou
Published 2016 · Chemistry, Medicine

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A highly efficient and enantioselective hydrogenation of β-aryloxy/alkoxy cinnamic nitriles and esters under mild conditions has been realized by using a rhodium catalyst with a chiral f-spiroPhos ligand. The method provides efficient access to the asymmetric synthesis of a variety of chiral β-oxy-functionalized nitriles and esters with excellent enantioselectivities (up to 99.9% ee) and high turnover numbers (TON of up to 50000). This methodology has also been successfully applied to the concise and practical synthesis of the chiral pharmaceutical nisoxetine.
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