Loh, Charles C. J. - Max Planck Institute of Molecular Physiology -

个人简介

Dr. Chuanjie Loh (Charles) or commonly known as Charles C. J. Loh in academic papers grew up in the tropical ever-green southeast asian island of Singapore. He completed his undergraduate studies at the National University of Singapore and finished his honours year project at the Novartis Institute for Tropical Diseases (Singapore) in 2008. He attained his masters degree in Industrial Chemistry in a joint masters programme by the Technische Universität München and the National University of Singapore in 2010. He then commenced his doctoral research under the supervision of Prof. Dieter Enders at the RWTH Aachen University (Germany) in the area of merging organocatalysis and transition metal catalysis, and organocatalytic domino reactions. He successfully defended his doctoral thesis (Summa Cum Laude) and was decorated with the Borschers Plakette for outstanding performance in his doctoral studies in 2014. In the same year, he was awarded the Deutscheforschungsgemeinschaft (DFG or German Research Society) Postdoctoral Fellowship for postdoctoral research under the supervision of Prof. Mark Lautens at the University of Toronto (Canada), in the field of rhodium catalyzed asymmetric ring opening reactions between 2014-2016. He was also a regular Synfacts (Thieme Verlag) contributor providing latest highlights of frontier transition metals catalysis research (2014-2015). EDUCATION 2014-2016 Postdoctoral Fellow, University of Toronto, Ontario (Canada) 2010-13 PhD in Organic Chemistry, RWTH Aachen University (Summa Cum Laude), Aachen (Germany). 2008-10 Master of Science (Industrial Chemistry), Technische Universität München and National University of Singapore 2004-08 Bachelor of Applied Science (Applied Chemistry, 1st Class Honours) National University of Singapore (Singapore)

研究领域

The research work in the Loh research group harnesses nature inspired noncovalent interactions (NCIs) and emerging catalytic concepts to advance carbohydrate chemistry. We use a mechanistic driven approach to understand NCI intricacies of catalytic glycosylation/glycofunctionalization pathways, in particular by kinetic experiments and DFT computations. We have a long-term interest in unraveling synthetic capabilities of the broad palette of NCIs including and beyond the ubiquitous hydrogen bond. Our research programme is highly interdisciplinary, spanning a range of chemistry fields including synthesis, methodology development, catalysis, supramolecular chemistry, computational chemistry and forward based chemical genetics (phenotypic cell based assays to discover new biological activity). This modern chemical approach opens up a plethora of opportunities to answer innovative research questions at the interface of major chemical research themes Our research direction is currently divided into the following 3 strategic lines: a) Exploitation of noncovalent interactions beyond hydrogen bonding in stereoselective carbohydrate synthesis b) Mechanistic Investigations via kinetics studies and DFT computations to support experiments c) Accessing novel sp3 rich glycosidic chemotypes and deconvoluting novel biological activity

近期论文

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V. U. Bhaskara Rao,† C. Wang,† D. P. Demarque, C. Grassin, F. Otte, C. Merten, C. Strohmann, C. C. J. Loh* Nat. Chem. 2023, DOI: 10.1038/s41557-022-01110-z A Synergistic Rh(I)/Organoboron Catalyzed Site Selective Carbohydrate Functionalization that involves Multiple Stereocontrol. C. C. J. Loh*, Nat. Rev. Chem. 2021, 5, 792-815.Exploiting Non-Covalent Interactions in Selective Carbohydrate Synthesis. C. Xu, V. U. Bhaskara Rao, J. Weigen, C. C. J. Loh*, Nat. Commun. 2020, 11, 4911.A Robust and Tunable Halogen Bond Organocatalyzed 2-Deoxyglycosylation Involving Quantum Tunneling. C. Xu, C. C. J. Loh*, J. Am. Chem. Soc. 2019, 141, 5381-5391.A Multi-stage Halogen Bond Catalyzed Strain-Release Glycosylation unravels New Hedgehog Signaling Inhibitors. C. Xu, C. C. J. Loh*, Nat. Commun. 2018, 9, 4057.An ultra-low thiourea catalyzed strain-release glycosylation and a multicatalytic diversification strategy. A. Yen, K-L. Choo, S. K. Yazdi, P. T. Franke, R. Webster, I. Franzoni, C. C. J. Loh, A. I. Poblador-Bahamonde, M. Lautens*, Angew. Chem. Int. Ed. 2017, 56, 6307-6311 Rhodium-Catalyzed Enantioselective Isomerization of Meso-Oxabenzonorbornadienes to 1,2-Napthalene Oxides C. C. J. Loh, M. Schmid, R. Webster, A. Yen, S. K. Yazdi, P. T. Franke, M. Lautens*, Angew. Chem. Int. Ed. 2016, 55, 10074-10078.Rhodium Catalyzed Asymmetric Cycloisomerization and A Parallel Kinetic Resolution of Racemic Oxabicycles. C. C. J. Loh, M. Schmid, B. Peters, X. Fang, M. Lautens*, Angew. Chem. Int. Ed. 2016, 55, 4600-4604.Exploiting Distal Reactivity of Coumarins: A Rhodium Catalyzed Vinylogous Asymmetric Ring Opening Reaction. C. C. J. Loh, X. Fang, B. Peters, M. Lautens*, Chem. Eur. J. 2015, 21, 13883-13887.Benzylic Functionalization of Anthrones via the Asymmetric Ring Opening of Oxabicycles utilizing a Fourth Generational Rhodium Catalytic System. S. Mahajan, P. Chauhan, C. C. J. Loh, S. Uzungelis, G. Raabe, D. Enders*, Synthesis 2015, 47, 1024-1031.Organocatalytic Asymmetric Domino Michael/Henry Reaction of Indolin-3-ones with o-Formyl-b-nitrostyrenes. P. Chauhan, S. Mahajan, C. C. J. Loh, G. Raabe, D. Enders*, Org. Lett. 2014, 16, 2954-2957.Stereocontrolled Construction of Six Vicinal Stereogenic Centers on Spiropyrazolones via Organocascade Michael/Michael/1,2-Addition Reactions. D. Hack, C. C. J. Loh, J. M. Hartmann, G. Raabe, D. Enders*, Chem. Eur. J. 2014, 20, 3917-3921.Merging Gold and Organocatalysis: A Facile Asymmetric Synthesis of Annulated Pyrroles. C. C. J. Loh, P. Chauhan, D. Hack, C. Lehmann, D. Enders*, Adv. Synth. Catal. 2014, 356, 3181-3186.Rapid Asymmetric Synthesis of Highly Functionalized Indanols via a Michael/Henry Organocascade with Submol% Squaramide Catalyst Loadings. Q. Ni, H. Zhang, A. Grossmann, C. C. J. Loh, C. Merkens, D. Enders*, Angew. Chem. Int. Ed. 2013, 52, 13562-13566.Asymmetric Synthesis of Pyrroloindolones via N-Heterocyclic Carbene Catalyzed [2+3]-Annulation of α-Chloroaldehydes with Nitrovinylindoles. C. C. J. Loh, D. Hack, D. Enders*, Chem. Commun. 2013, 49, 10230-10232 Asymmetric Domino Synthesis of Indanes bearing Four Contiguous Stereocentres catalyzed by Sub-mol% Loadings of a Squaramide in Minutes. C. C. J. Loh, I. Atodiresei, D. Enders*, Chem. Eur. J. 2013, 19, 10822-10826.Asymmetric Organocatalytic Michael/ Henry Domino Reactions through Hydrogen Bond Activation: A Kinetic Access into Indane Scaffolds Bearing cis-vicinal Substituents. J.-P. Wan, C. C. J. Loh, F. Pan, D. Enders*, Chem. Commun. 2012, 48, 10049-10051.Enantioselective Organocatalytic Domino Synthesis of Tetrahydropyridin-2-ols. C. Wang, X. Yang, C. C. J. Loh, D. Enders*, Chem. Eur. J. 2012, 18, 11531-11535.Organocatalytic, Asymmetric Synthesis of 3-Sulfenylated N-Boc-Protected Oxindoles. C. C. J. Loh, G. Raabe, D. Enders*, Chem. Eur. J. 2012, 18, 13250-13254.Enantioselective Synthesis of Tetrahydrocarbazoles Through a Michael Addition/ Ciamician-Plancher Rearrangement Sequence. Asymmetric Synthesis of a Potent Constrained Analog of MS-245. C. C. J. Loh, D. Enders*, Chem. Eur. J. 2012, 18, 10212-10225.Merging Organocatalysis and Gold Catalysis—A Critical Evaluation of the Underlying Concepts. (Minireview) (Special conference issue for 4th Chemistry European Congress, invited) C. C. J. Loh, D. Enders*, Angew. Chem. Int. Ed. 2012, 51, 46-48.Exploiting the Electrophilic Properties of Indole Intermediates: New Options in Designing Asymmetric Reactions. C. C. J. Loh, J. Badorrek, G. Raabe, D. Enders*, Chem. Eur. J. 2011, 17, 13409-13414.Merging Organocatalysis and Gold Catalysis: Enantioselective Synthesis of Tetracyclic Indole Derivatives through a Sequential Double Friedel–Crafts Type Reaction.