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Jacek Mlynarski “Zinc instead of noble metals: enantioselective reduction and carbon-carbon bond forming reactions promoted by zinc complexes”

November 18 @ 4:30 pm

Jacek Mlynarski

Institute of Organic Chemistry, Polish Academy of Sciences

 

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 more efficient then the application of platinum complexes.[5}

References

[1] ŁowickiD., BaśS. MlynarskiJ.Tetrahedron,2015,71,1339.

[2] FürstnerA. ACS Cent. Sci.,2016, 2, 778.

[3] (a) WoyciechowskaM., ForcherG., BudaS., MlynarskiJ.Chem. Commun.,2012,48,11029;

(b)AdamkiewiczA., WoyciechowskaM., MlynarskiJ.Eur. J. Org. Chem.,2016,2897; Adamkiewicz A., Węglarz I., Mlynarski J. Adv. Synth. Catal.,2019,in press.

[4] (a) JankowskaJ., ParadowskaJ., RakielB.,MlynarskiJ.J. Org. Chem.,2007,72,2228;

(b) DudekA., MlynarskiJ.J. Org. Chem.,2017,82,11218.

[5] (a) SzewczykM., StanekF., BezładaA., MlynarskiJ.Adv. Synth. Catal.,2015,357,3727;

(b) Bezłada A., SzewczykM., MlynarskiJ.J. Org. Chem.,2016,81,336; (c) SzewczykM., BezładaA., MlynarskiJ.ChemCatChem,2016,8,3575.

Details

Date:
November 18
Time:
4:30 pm
Event Category:

Venue

ISIS

Organizer

Pawel Dydio

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