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Tetrahedron

Pd/C (en)-Catalyzed chemoselective hydrogenation with retention of the N-Cbz protective group and its scope and limitations

K Hattori, H Sajiki, K Hirota

文献索引:Hattori, Kazuyuki; Sajiki, Hironao; Hirota, Kosaku Tetrahedron, 2000 , vol. 56, # 43 p. 8433 - 8441

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被引用次数: 68

摘要

A chemoselective method for the hydrogenation of acetylene, olefin, azide, nitro and benzyl ester functionalities with retention of the aliphatic N-Cbz group was established. The chemoselectivity was accomplished by using a combination of 5% Pd/C–ethylenediamine [5% Pd/C (en)] and THF (or 1, 4-dioxane) as a solvent, and the scope and limitations of this methodology were investigated. These results reinforce the utility of N-Cbz protective ...