Transition metal-catalyzed organic synthesis and site-selective modification of biomolecules in aqueous media

ORGN 177

Man-Kin Wong, mkwong@hkusua.hku.hk, Wing-Kei Chan, Chi-Ming Ho, and Chi-Ming Che, cmche@hku.hk. Chemistry Department & Open Lab of Chemical Biology of the Institute of Molecular Technology for Drug Discovery and Synthesis, The University of Hong Kong, Pokfulam Road, Hong Kong SAR, China
Transition metal-catalyzed organic synthesis has been a subject of extensive studies for decades. By judicious design of metal catalysts, stereo- and enantioselective organic transformations have been achieved with high turnover number. In view of the importance of green chemical synthesis, there is a growing need to develop new transition metal-based catalysis using water as solvent for organic reactions. Here we report a novel method for coupling of alkynes with amines using manganese-based catalysts in high yields in aqueous medium. In addition, this method is effective for site-selective modification of peptides as confirmed by MALDI-TOF and LC/MS/MS analysis.
 

Asymmetric Reactions and Syntheses, Metal-Mediated Reactions, Combinatorial, Parallel, and Solid-Phase Chemistry
8:00 PM-10:00 PM, Sunday, 10 September 2006 Moscone Center -- Hall D, Poster

Division of Organic Chemistry

The 232nd ACS National Meeting, San Francisco, CA, September 10-14, 2006