Synthesis of Peptides and Pyrazines from ß-Amino Alcohols through Extrusion of H2 Catalyzed by Ruthenium Pincer Complexes: Ligand-Controlled Selectivity

被引：134

作者：

Gnanaprakasam, Boopathy ^{[1
]}

Balaraman, Ekambaram ^{[1
]}

Ben-David, Yehoshoa ^{[1
]}

Milstein, David ^{[1
]}

机构：

[1] Weizmann Inst Sci, Dept Organ Chem, IL-76100 Rehovot, Israel

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2011年 / 50卷 / 51期

基金：

欧洲研究理事会; 以色列科学基金会;

关键词：

dehydrogenation; homogeneous catalysis; peptides; pyrazines; ruthenium; DIRECT AMIDE SYNTHESIS; BIOLOGICAL-ACTIVITY; CYCLIC DIPEPTIDES; AROMATIZATION-DEAROMATIZATION; COMBINATORIAL LIBRARIES; BOND ACTIVATION; ELECTRON-RICH; ALPHA-AMINO; HYDROGENATION; COOPERATION;

D O I：

10.1002/anie.201105876

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Your choice: The choice of the Ru-pincer-complex catalyst determines if peptides or pyrazines are formed from β-amino alcohols. Use of PNN complex 1 leads to linear poly(alanine) or to cyclic dipeptides, depending on the R group (see scheme). With the PNP complex 2, pyrazines are formed. These reactions are homogeneously catalyzed under neutral conditions and are environmentally benign. © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

引用

页码：12240 / 12244

页数：5

共 81 条

[1] Reductive decyanation of pyrazinecarbonitriles [J].