Microwave-assisted C-H bond activation using a commercial microwave oven for rapid deuterium exchange labeling (C-H→C-D) in carbohydrates

被引：31

作者：

Cioffi, EA ^{[1
]}

Bell, RH ^{[1
]}

Le, B ^{[1
]}

机构：

[1] Univ S Alabama, Dept Chem, Mobile, AL 36688 USA

来源：

TETRAHEDRON-ASYMMETRY | 2005年 / 16卷 / 02期

关键词：

D O I：

10.1016/j.tetasy.2004.11.040

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Studies have shown that facile hydrogen --> deuterium exchange in two model carbohydrates via stereospecific C-H bond activation could be achieved using a pre-sonicated Raney Nickel(R) catalyst and microwave irradiation. Using a simple commercial microwave oven and a silica-gel bath, monosaccharide and disaccharide samples underwent isotopic exchange using microwave irradiation for sequential 15 s intervals. The influence of chilling between irradiation intervals was examined. The results revealed increasing levels of H-2 incorporation without either epimerization or concomitant decomposition seen earlier in non-optimized experiments. (C) 2004 Elsevier Ltd. All rights reserved.

引用

页码：471 / 475

页数：5

共 24 条

[1]

ABRAMOVITCH RA, 1991, ORG PREP PROCED INT, V23, P685

[2]

ABRAMOVITCH RA, 1991, TETRAHEDRON LETT, V32, P5254

[3] SOME STEREOCHEMICAL CHARACTERISTICS OF C-H-1-C-H-2 EXCHANGE-REACTIONS WITH RANEY-NICKEL CATALYST IN DEUTERIUM-OXIDE [J].