Highly chemoselective hydrogenation method using novel finely dispersed palladium catalyst on silk-fibroin: its preparation and activity

被引:106
作者
Ikawa, T [1 ]
Sajiki, H [1 ]
Hirota, K [1 ]
机构
[1] Gifu Pharmaceut Univ, Med Chem Lab, Gifu 5028585, Japan
关键词
silk-fibroin; hydrogenation; palladium catalyst; chemoselective;
D O I
10.1016/j.tet.2004.11.080
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A palladium-fibroin complex (Pd/Fib) was prepared by soaking silk-fibroin in MeOH solution of Pd(OAc)(2) for 2 days (under Ar atmosphere)-4 days (under air). Pd(OAc)(2) was gradually absorbed by fibroin and the rapid reduction of fibroin conjugated Pd(OAc)(2) proceeded with MeOH as a reductant at room temperature to be the Pd(0) complex. Pd/Fib catalyzed chemoselective hydrogenation of acetylenes, olefins and azides in the presence of aromatic ketones and aldehydes, halides, N-Cbz protective groups and benzyl esters which are readily hydrogenated using Pd/C or Pd/C(en) as a catalyst. (C) 2004 Elsevier Ltd. All rights reserved.
引用
收藏
页码:2217 / 2231
页数:15
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