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

被引：65

作者：

Hattori, K ^{[1
]}

Sajiki, H ^{[1
]}

Hirota, K ^{[1
]}

机构：

[1] Gifu Pharmaceut Univ, Med Chem Lab, Gifu 5028585, Japan

来源：

TETRAHEDRON | 2000年 / 56卷 / 43期

关键词：

chemoselective hydrogenation; N-Cbz protective group; Pd/C(en) catalyst;

D O I：

10.1016/S0040-4020(00)00771-7

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

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 groups in synthetic chemistry, especially in peptide synthesis (C) 2000 Elsevier Science Ltd. All lights reserved.

引用

页码：8433 / 8441

页数：9

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