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Highly Regio- And Enantioselective Synthesis Of Gamma,Delta-Unsaturated Amido Esters By Catalytic Hydrogenation Of Conjugated Enamides

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION(2015)

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Abstract
An efficient and highly regio- and enantioselective catalytic asymmetric hydrogenation of ,-dienamido esters to ,-unsaturated amido esters has been achieved using Rh/TangPhos as the catalyst. A series of ,-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.
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Key words
amino acids, asymmetric synthesis, hydrogenation, regioselectivity, rhodium
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