Fast optimization of chemo- and stereoselective reactions using a continuous-flow hydrogenation reactor

ORGN 299

Richard Jones, richard.jones@thalesnano.com1, Csaba Csajagi, csajagi.csaba@thalesnano.com2, Ferenc Joó, jooferenc@tigris.klte.hu3, Henrietta Horváth, hhenil2@yahoo.com3, Gábor Papp4, Janos Gerencser, janos.gerencser@comgenex.hu5, and Ferenc Darvas, df.comgenex@worldnet.att.net2. (1) Thales Nanotechnology Inc, 7. Zahony u, Budapest, H-1031, Hungary, (2) Thales Nanotechnology, 7. Zahony u, Budapest, H-1031, Hungary, (3) Department of Chemistry, University of Debrecen, 1, Egyetem tér, H-4010 Debrecen, Hungary, (4) Research Group of Homogeneous Catalysis, Hungarian Academy of Sciences, 1, Egyetem tér, H-4010 Debrecen, Hungary, (5) ComGenex Inc, 7. Zahony u, Budapest, H-1031, Hungary
At Thales Nanotechnology, a continuous-flow hydrogenation reactor has been developed, called the H-Cube, which can verify over 50 different sets of reaction conditions in a day. The reactor has been essential in the rapid optimization of many novel hydrogenations including several stereo and chemoselective reductions.

The optmization of debenzylation reactions carried out on various benzyl-protected sugar molecules to afford either mono, di, tri or total benzyl group removal will be presented. The optimization of reaction conditions using modified Raney catalysts to reduce ketone functionalities to the resulting alcohols with the highest possible enantiomeric purity will also be discussed. Finally, the selective reduction of alkynes to the resulting cis or trans alkene together with the reduction of allylic alcohols to afford either the saturated alcohol or ketone isomerisation product in high selectivity using novel solid supported ruthenium and rhodium catalysts will also be highlighted.

 

Combinatorial, Parallel, and Solid-Phase Chemistry
1:00 PM-5:20 PM, Tuesday, 28 March 2006 Georgia World Congress Center -- C302, Oral

Division of Organic Chemistry

The 231st ACS National Meeting, Atlanta, GA, March 26-30, 2006