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Synthesis 1999; 1999(5): 873-877
DOI: 10.1055/s-1999-3471
DOI: 10.1055/s-1999-3471
paper
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Selective Catalytic Hydrogenation of γ-Amino α,β-Unsaturated Esters in the Presence of Hydrogenable Protecting Groups
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Publication History
Publication Date:
31 December 1999 (online)
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The chemoselective catalytic hydrogenation of substituted γ-amino α,β-unsaturated esters bearing benzyl ether, benzyl ester functionalities and N-Cbz protecting groups by 3% Pd/C in EtOAc was investigated. The results revealed a good selectivity for substrates with benzyl ethers and benzyl esters in the side chain and for α,β-unsaturated benzyl esters. Moderate selectivity was observed for substrates with N-Cbz protecting group.
chemoselective hydrogenation - 3% Pd/C - γ-amino α,β-unsaturated esters - protected γ-amino acids