Faster and cleaner dynamic kinetic resolution via mechanochemistry

被引:22
作者
Metro, Thomas-Xavier [1 ]
Salom-Roig, Xavier J.
Reverte, Maeva
Martinez, Jean
Lamaty, Frederic
机构
[1] Univ Montpellier I, UMR CNRS 5247, Inst Biomol Max Mousseron, F-34095 Montpellier 5, France
关键词
SOLVENT; AMIDES; ACIDS;
D O I
10.1039/c4gc01416b
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Application of the ball-milling techniques to dynamic kinetic resolution accelerates reactions while avoiding the use of toxic organic solvents and reactants commonly required in these processes. In this way, dynamic kinetic resolutions can be both faster and "cleaner" in the sense that mechanochemistry enables the reduction of their environmental impact.
引用
收藏
页码:204 / 208
页数:5
相关论文
共 22 条
[1]   Green chemistry tools to influence a medicinal chemistry and research chemistry based organisation [J].
Alfonsi, Kim ;
Colberg, Juan ;
Dunn, Peter J. ;
Fevig, Thomas ;
Jennings, Sandra ;
Johnson, Timothy A. ;
Kleine, H. Peter ;
Knight, Craig ;
Nagy, Mark A. ;
Perry, David A. ;
Stefaniak, Mark .
GREEN CHEMISTRY, 2008, 10 (01) :31-36
[2]   Synthesis of optically active α-amino esters via dynamic kinetic resolution:: A mechanistic study [J].
Ben, RN ;
Durst, T .
JOURNAL OF ORGANIC CHEMISTRY, 1999, 64 (21) :7700-7706
[4]   Environmentally benign peptide synthesis using liquid-assisted ball-milling: application to the synthesis of Leu-enkephalin [J].
Bonnamour, Julien ;
Metro, Thomas-Xavier ;
Martinez, Jean ;
Lamaty, Frederic .
GREEN CHEMISTRY, 2013, 15 (05) :1116-1120
[5]   Solvent-assisted mechanochemistry [J].
Bowmaker, Graham A. .
CHEMICAL COMMUNICATIONS, 2013, 49 (04) :334-348
[6]   Solvent-Free Synthesis of Peptides [J].
Declerck, Valerie ;
Nun, Pierrick ;
Martinez, Jean ;
Lamaty, Frederic .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2009, 48 (49) :9318-9321
[7]   The role of solvent in mechanochemical and sonochemical cocrystal formation: a solubility-based approach for predicting cocrystallisation outcome [J].
Friscic, Tomislav ;
Childs, Scott L. ;
Rizvi, Syed A. A. ;
Jones, William .
CRYSTENGCOMM, 2009, 11 (03) :418-426
[8]   Highly Enantioselective Access to α-Dibenzylamino Ketones from Chiral Nonracemic α-Bromo α′-Sulfinyl Ketones by Dynamic Kinetic Resolution: Synthesis of (2R,1′S)-2-[1-(Dibenzylamino)alkyl]oxiranes [J].
Geant, Pierre-Yves ;
Martinez, Jean ;
Salom-Roig, Xavier J. .
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2011, 2011 (07) :1300-1309
[9]   Expanding GSK's solvent selection guide - embedding sustainability into solvent selection starting at medicinal chemistry [J].
Henderson, Richard K. ;
Jimenez-Gonzalez, Concepcion ;
Constable, David J. C. ;
Alston, Sarah R. ;
Inglis, Graham G. A. ;
Fisher, Gail ;
Sherwood, James ;
Binks, Steve P. ;
Curzons, Alan D. .
GREEN CHEMISTRY, 2011, 13 (04) :854-862
[10]   Mechanochemistry: opportunities for new and cleaner synthesis [J].
James, Stuart L. ;
Adams, Christopher J. ;
Bolm, Carsten ;
Braga, Dario ;
Collier, Paul ;
Friscic, Tomislav ;
Grepioni, Fabrizia ;
Harris, Kenneth D. M. ;
Hyett, Geoff ;
Jones, William ;
Krebs, Anke ;
Mack, James ;
Maini, Lucia ;
Orpen, A. Guy ;
Parkin, Ivan P. ;
Shearouse, William C. ;
Steed, Jonathan W. ;
Waddell, Daniel C. .
CHEMICAL SOCIETY REVIEWS, 2012, 41 (01) :413-447