PI: Prof Patrick Guiry (UCD)FI: Prof Paul Evans (UCD)
Prof Stefan Oscarson (UCD)Staff: Postdoctorate Researchers:
Dr Martin Pedersen (UCD)
Dr Balajii Rokade (UCD)
Postgraduate Researchers:
Sandra Bulawa (UCD)
Morgan Morris (UCD)
Dennis Bengtsson (UCD)Objective 1: Synthesis of a library of lactose-derived chiral N,N and N,N,N chiral ligands to investigate their ability to induce levels of enantioselectivity in metal-catalysed asymmetric transformations.
Deliverables:
Synthesis of gram quantities of lactose-derived N,N ligands with a range of alcohol-protected groups.
Synthesis of gram quantities of lactose-derived N,N,N ligands with a range of alcohol-protected groups.
Prepare metal complexes of these ligands for structural characterisation (X-ray crystallography).
Objective 2: Applications in asymmetric catalysis – screen a range of metal-catalysed processes to test the enantiodifferentiating ability of these novel ligands.
Deliverables:
Testing metal complexes of lactose-derived N,N ligands in asymmetric catalysis.
Testing metal complexes of lactose-derived N,N,N ligands in asymmetric catalysis.
Optimisation of successful asymmetric catalytic transformations to include a substrate scope.Publications:P. Fischer, M. Morris, H. Müller-Bunz and P. Evans; Synthesis and Structural Elucidation of 1,2-Disubstituted 3- Fluoropiperidines; Eur. J. Org. Chem., DOI 10.1002/ejoc.202000026
Tammo Diercks, Francisco J. Medrano, Forrest G. FitzGerald, Donella Beckwith, Martin J. Pedersen, Mark Reihill, Anna- Kristin Ludwig, Antonio Romero, Stefan Oscarson, Mare Cudic and Hans-Joachim Gabius, Galectin‐Glycan Interaction: Guideline for Monitoring by 77 Se NMR Spectroscopy and Solvent (H 2 O/D 2 O) Impact on Binding., Chem. Eur. J. 27 (2021) 316; doi:10.1002/chem.202003143.
M. Reihill, L. Guazzelli, H. Remaut and S. Oscarson, Synthesis of Rationally Designed Thiol-Bearing Monosaccharides Towards Inhibition of H. pylori, Molecules 25 (2020) 4281. doi:10.3390/molecules25184281.
M. Long, A. Ní Cheallaigh, M. Reihill, S. Oscarson and M. Lahmann, Synthesis of Type 1 Lewis b, Lewis a and H-antigen structures featuring incorporation of L-[U- 13 C 6 ]-fucose labels into the Lewis b hexasaccharide, Org. Biomol. Chem. 18 (2020) 4452-4458; doi:10.1039/D0OB00426J
Connon, R.; Roche, B.; Rokade, B. J.; Guiry, P. J. Further Developments and Applications of Oxazoline-Containing Ligands in Asymmetric Catalysis Chem. Rev. 2021, 121, (11), 6373-6521. doi.org/10.1021/acs.chemrev.0c00844
“Catalytic asymmetric transformations of oxa- and azabicyclic alkenes” Kumar, S. V.; Yen, A.; Lautens, M .; Guiry, P. J. Chem. Soc. Rev. 2021, 50, 3013-3093.
