122nd General Meeting of the KCS

Type Symposium
Area [Korea-Poland Joint Organic Chemistry Symposium] Recent Advances in Organic Chemistry in Cognate Areas of Biology and Materials
Room No. Room 325A+B
Time FRI 15:30-:
Code ORGN3-3
Subject Zinc and Iron Catalysis in Asymmetric Synthesis
Authors Jacek Mlynarski
Institute of Organic Chemistry, Polish Academy of Sciences, Poland
Abstract

Asymmetric catalysis with the use of chiral metal complexes is still the most important method for the stereoselective formation of carbon-carbon and carbon-heteroatom bonds. After more than 40 years from the first use of transition metals for the catalytic asymmetric hydrogenation of alkenes and carbonyl compounds, the most efficient catalysts for these transformations are still compounds composed of rhodium, iridium, ruthenium or platinum. Recently, environmentally benign and less expensive catalysts have also been exhaustively explored leading to broad acceptance of earth-abundant metals such as zinc[1] and iron[2] in asymmetric synthesis. Previously our team showed that zinc[3] and iron[4] complexes can be efficient catalysts for many types of stereoselective additions to the carbonyl group including transformations in aqueous environment. Recently, we have also shown that the use of zinc complexes in the hydrosilylation reaction of prochiral ketones and imines can be much more efficient then application of platinum complexes.[5] References [1] Łowicki D., Baś S. Mlynarski J. Tetrahedron, 2015, 71, 1339. [2] Fürstner A. ACS Cent. Sci., 2016, 2, 778. [3] (a) Woyciechowska M., Forcher G., Buda S., Mlynarski J. Chem. Commun., 2012, 48, 11029; (b) Adamkiewicz A., Woyciechowska M., Mlynarski J. Eur. J. Org. Chem., 2016, 2897. [4] (a) Jankowska J., Paradowska J., Rakiel B., Mlynarski J. J. Org. Chem., 2007, 72, 2228; (b) Dudek A., Mlynarski J. J. Org. Chem., 2017, 82, 11218. [5] (a) Szewczyk M., Stanek F., Bezłada A., Mlynarski J. Adv. Synth. Catal., 2015, 357, 3727; (b) Bezłada A., Szewczyk M., Mlynarski J. J. Org. Chem., 2016, 81, 336; (c) Szewczyk M., Bezłada A., Mlynarski J. ChemCatChem, 2016, 8, 3575.

E-mail jacek.mlynarski@gmail.com