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Highly Regio‐ and Enantioselective Synthesis of γ,δ‐Unsaturated Amido Esters by Catalytic Hydrogenation of Conjugated Enamides
Authors:Min Gao  Dr. Jing‐jing Meng  Dr. Hui Lv  Prof. Dr. Xumu Zhang
Affiliation:Key Laboratory of Biomedical Polymers of Ministry of Education & College of Chemistry and Molecular Sciences, Wuhan University, Wuhan, Hubei 430072 (China)
Abstract:An efficient and highly regio‐ and enantioselective catalytic asymmetric hydrogenation of α,γ‐dienamido esters to γ,δ‐unsaturated amido esters has been achieved using Rh/TangPhos as the catalyst. A series of γ,δ‐unsaturated amido acids were furnished in excellent yields with up to 99 % ee. This effective methodology was applied in the asymmetric synthesis of key intermediate of Ramipril, an ACE inhibitor.
Keywords:amino acids  asymmetric synthesis  hydrogenation  regioselectivity  rhodium
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