Publications

Pre-prints

Published Work from Independent Studies

37. Wei, Y.; Wang, Q.*; Koh, M. J.* "A Photoinduced, Nickel-Catalyzed Reaction for the Stereoselective Assembly of C-Linked Glycosides and Glycopeptides" Angew. Chem. Int. Ed. 2022, DOI: 10.1002/anie.202214247.

 

36. Liu, C-.F.; Wang, Z.-C.; Luo, X.; Lu, J.; Ko, C. H. M.; Shi, S.-L.*; Koh, M. J.* "Synthesis of Tri- and Tetrasubstituted Stereocentres by Nickel-Catalysed Enantioselective Olefin Cross-Couplings" Nat. Catal. 2022, 5, 934. (highlighted by NUS SciencePhys.orgX-mol).

35. Jiang, Y.; Yang, K.; Wei, Y.; Wang, Q.*; Li, S.-J.*; Lan, Y.*; Koh, M. J.* "Catalytic Multicomponent Synthesis of C-Acyl Glycosides by Consecutive Cross-Electrophile Couplings" Angew. Chem. Int. Ed. 2022, 61, e202211043.

34. Wang, Q.; Lee, B. C.; Tan, T. J.; Jiang, Y.; Ser, W. H.; Koh, M. J.* "Visible Light Activation Enables Desulfonylative Cross-Coupling of Glycosyl Sulfones" Nat. Synth. 2022, DOI: 10.1038/s44160-022-00162-w. (highlighted by NUS Science, Phys.org, C&EN, X-mol).

33. Yang, H.; Xi, S.; Guo, N.; Wang, M.; Liu, L.; Lyu, P.; Yu, X.; Li, J.; Xu, H.; Hai, X.; Li, Z.; Li, X.; Sun, T.; Zhao, X.; Han, Y.; Yu, W.; Wu, J.; Zhang, C.*; Fei, H.*; Koh, M. J.*; Lu, J.* "Catalytically Active Atomically Thin Cuprate with Periodic Cu Single Sites" Natl. Sci. Rev. 2022, nwac100. (highlighted by Phys.org, EurekAlert!) 

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32. Chen, Z.; Song, J.; Zhang, R.; Li, R.; Hu, Q.; Wei, P.; Xi, S.; Zhou, X.; Phuc, N. T. T.; Minh, D. H.; Lee, P. S.; Zhao, X.; Koh, M. J.; Yan, N.; Loh, K. P. "Addressing the Quantitative Conversion Bottleneck in Single-Atom Catalysis" Nat. Commun. 2022, 13, 2807.

31. Wang, H.; Koh, M. J.* "Directing Group-Free Approaches for Three-Component Catalytic Dicarbofunctionalization of Unactivated Alkenes" Cell Rep. Phys. Sci. 2022, 3, 100901. (invited perspective).

 

 

30. Zhao, Y.; Liu, C.-F.; Lin, L. Q. H.; Chan, A. S. C.*; Koh, M. J.* "Stereoselective Synthesis of Trisubstituted Alkenes by Nickel-Catalyzed Benzylation and Alkene Isomerization" Angew. Chem. Int. Ed. 2022, 61, e202202674.

29. Wang, Q.; Sun, Q.; Jiang, Y.; Zhang, H.; Yu, L.; Tian, C.; Chen, G.*; Koh, M. J.* "Iron-Catalysed Reductive Cross-Coupling of Glycosyl Radicals for the Stereoselective Synthesis of C-Glycosides" Nat. Synth. 2022, 1, 235. 

28. Huang, L.; Lim, E. Q.; Koh, M. J.* "Secondary Phosphine Oxide-Activated Nickel Catalysts for Site-Selective Alkene Isomerization and Remote Hydrophosphination" Chem Catal. 2022, 2, 508. (Pre-print uploaded on ChemRxiv 2021, DOI: 10.33774/chemrxiv-2021-cld3z.)

 

27. Wang, H.; Liu, C.-F.; Tan, T.-D.; Khoo, K. R. B.; Koh, M. J.* "N-Heterocyclic Carbene–Nickel-Catalyzed Regioselective Diarylation of Aliphatic-1,3-Dienes" ACS Catal. 2022, 12, 724.

26. Wang, H.; Liu, C.-F.; Martin, R. T.; Gutierrez, O.*; Koh, M. J.* "Directing Group-Free Catalytic Dicarbofunctionalization of Unactivated Alkenes" Nat. Chem. 2022, 14, 188. (highlighted by SYNFACTS, Synfacts 2022, 18, 323NUS Science, Phys.org, C&EN, X-mol)

25 Li, P.; Lee, B. C.; Zhang, X.; Koh, M. J.* "Base-Mediated Site-Selective Hydroamination of Alkenes" Synthesis 2022, 54, 1566. (invited feature article).

24. Chen, Z.; Liu, J.; Koh, M. J.; Loh, K. P. "Single-Atom Catalysis: From Simple Reactions to the Synthesis of Complex Molecules" Adv. Mater. 2022, 34, 2103882.

23. Liu, J.; Chen, Z.; Koh, M. J.; Loh, K. P. "Deuterium labelling by electrochemical splitting of heavy water" Energy Mater. 2021, 1, 100016.

22. Jiang, Y.; Wang, Q.*; Zhang, X.*; Koh, M. J.* "Synthesis of C-Glycosides by Ti-Catalyzed Stereoselective Glycosyl Radical Functionalization" Chem 2021, 7, 3377. (highlighted by NUS Science, Phys.org).

21. Yoon, J.; Grinchuk, O. V.; Kannan, S.; Ang, M. J. Y.; Li, Z.; Tay, E. X. Y.; Lok, K. Z.; Lee, B. W. L; Chuah, Y. H.; Chia, K.; Magallanes, R. T.; Liu, C.-F.; Zhao, H.; Hor, J. H.; Lim, J. J.; Benoukraf, T.; Toh, T. B.; Chow, E. K.-H.; Kovalik, J.-P.; Ching, J.; Ng, S.-Y.; Koh, M. J.; Liu, X.; Verma, C. S.; Ong, D. S. T. "A Chemical Biology Approach Reveals a Dependency of Glioblastoma on Biotin Distribution" Sci. Adv. 2021, 7, eabf6033.

 

 

 

 

 

 

 

 

 

 

 

 

 

 

20. Liu, C.-F.; Wang, H.; Martin, R. T.; Zhao, H.; Gutierrez, O.*; Koh, M. J.* "Olefin Functionalization/Isomerization Enables Stereoselective Alkene Synthesis" Nat. Catal. 2021, 4, 674. (highlighted by NUS Science, Phys.org, X-mol).

19. Chen, C.; Ou, W.; Yam, K.-M. Xi, S.; Zhao, X.; Chen, S.; Li, J.; Lyu, P.; Ma, L.; Du, Y.; Yu, W.; Fang, H.; Yao, C.; Hai, X.; Xu, H.; Koh, M. J.;  Pennycook, S. J.; Lu, J.; Lin, M.; Su, C.; Zhang, C.; Lu, J. "Zero-Valent Palladium Single-Atoms Catalysts Confined in Black Phosphorus for Efficient Semi-Hydrogenation" Adv. Mater. 2021, 33, 2008471.

18. Chen, Z.; Song, J.; Peng, X.; Xi, S.; Liu, J.; Zhou, W.; Li, R.; Ge, R.; Liu, C.; Xu, H.; Zhao, X.; Li, H.; Zhou, X.; Wang, W.; Li, X.; Zhong, L.; Rykov, A. I.; Wang, J.; Koh, M. J.; Loh, K. P. "Iron Single Atom Catalyzed Quinoline Synthesis" Adv. Mater. 2021, 33, 2101382.

17. Liu, C.-F.; Luo, X.; Wang, H.*; Koh, M. J.* "Catalytic Regioselective Olefin Hydroarylation(alkenylation) by Sequential Carbonickelation-Hydride Transfer" J. Am. Chem. Soc. 2021, 143, 9498. (highlighted by Organic Chemistry Portal).

16. Yang, T.; Wei, Y.; Koh, M. J.* "Photoinduced Nickel-Catalyzed Deaminative Cross-Electrophile Coupling for C(sp2)–C(sp3) and C(sp3)–C(sp3) Bond Formation" ACS Catal. 2021, 11, 6519.

15. Liu, J.; Chen, Z.; Liu, C.; Zhang, B.; Du, Y.; Liu, C.-F.; Ma, L.; Xi, S.; Li, R.; Zhao, X.; Song, J.; Sui, X. Z.; Yu, W.; Miao, L.*; Jiang, J.; Koh, M. J.*; Loh, K. P.* "Molecular Engineered Palladium Single Atom Catalysts with an M-C1N3 Subunit for Suzuki Coupling" J. Mater. Chem. A 2021, 9, 11427.

 

14. Telychko, M.; Li, G.; Mutombo, P.; Soler-Polo, D.; Peng, X.; Su, J.; Song, S.; Koh, M. J.; Edmonds, M.; Jelinek, P.; Wu, J.; Lu, J. "Ultra-high Yield On-surface Synthesis and Assembly of Circumcoronene into Chiral Electronic Kagome-honeycomb Lattice" Sci. Adv. 2021, 7, eabf0269.

13. Jiang, Y.; Pan, J.; Yang, T.; Zhao, Y.*; Koh, M. J.* "Nickel-Catalyzed Site- and Stereoselective Reductive Alkylalkynylation of Alkynes" Chem 2021, 7, 993.

12. Yu, X.; Zheng, H.; Zhao, H.; Lee, B. C.; Koh, M. J.* "Iron‐Catalyzed Regioselective Alkenylboration of Olefins" Angew. Chem. Int. Ed. 2021, 60, 2104. (highlighted by SYNFACTS, Synfacts 2021, 17, 160).

11. Yang, T.; Jiang, Y.; Luo, Y.; Lim, J. J. H.; Lan, Y.*; Koh, M. J.* "Chemoselective Union of Olefins, Organohalides and Redox-Active Esters Enables Regioselective Alkene Dialkylation" J. Am. Chem. Soc. 2020, 142, 21410. (Pre-print uploaded on ChemRxiv 2020, DOI: 10.26434/chemrxiv.13114625.) (highlighted by X-mol, Organic Chemistry Portal). 

10. Chen, X.; Rao, W.; Yang, T.*; Koh, M. J.* "Alkyl Halides as Both Hydride and Alkyl Sources in Catalytic Regioselective Reductive Olefin Hydroalkylation" Nat. Commun. 2020, 11, 5857. (Pre-print uploaded on ChemRxiv 2020, DOI: 10.26434/chemrxiv.12675368.) (highlighted by SYNFACTS, Synfacts 2021, 17, 185).

9. Yu, X.; Zhao, H.; Koh, M. J.* "Site-Selective Remote Protoboration by Fe Catalysis" Trends Chem. 2020, 2, 1141.

8. Yu, X.; Zhao, H.; Li, P.; Koh, M. J.* "Iron-Catalyzed Tunable and Site-Selective Olefin Transposition" J. Am. Chem. Soc. 2020, 142, 18223. (highlighted by NUS Science, Phys.org, AZoM, Chem-Station).

7. Song, S.; Guo, N.; Li, X.; Li, G.; Haketa, Y.; Telychko, M.; Su, J.; Lyu, P.; Qiu, Z.; Fang, H.; Peng, X.; Li, J.; Wu, X.; Li, Y.; Su, C.; Koh, M. J.; Wu, J.; Maeda, H.; Zhang, C.; Lu, J. "Real-Space Imaging of a Single-Molecule Monoradical Reaction" J. Am. Chem. Soc. 2020, 142, 13550.

6. Yu, X.; Zhao, H.; Xi, S.; Chen, Z.; Wang, X.; Wang, L.; Lin, L. Q. H.; Loh, K. P.; Koh, M. J.* "Site-Selective Alkene Borylation Enabled by Synergistic Hydrometallation and Borometallation" Nat. Catal. 2020, 3, 585. (highlighted by NUS Science, Phys.org, X-mol).

5. Wang, H.; Liu, C.-F.; Song, Z.; Yuan, M.; Ho, Y. A.; Gutierrez, O.*; Koh, M. J.* "Engaging α-Fluorocarboxylic Acids Directly in Decarboxylative C-C Bond Formation" ACS Catal. 2020, 10, 4451. (highlighted by Chemistry World).

4. Yang, T.; Chen, X.; Rao, W.; Koh, M. J.* "Broadly Applicable Directed Catalytic Reductive Difunctionalization of Alkenyl Carbonyl Compounds" Chem 2020, 6, 738.

3. Chen, Z.; Liu, C.; Liu, J.; Li, J.; Xi, S.; Chi, X.; Xu, H.; Park, I.-H.; Peng, X.; Li, X.; Yu, W.; Liu, X.; Zhong, L.; Leng, K.; Huang, W.; Koh, M. J.*; Loh, K. P.* "Cobalt Single-Atom-Intercalated Molybdenum Disulfide for Sulfide Oxidation with Exceptional Chemoselectivity" Adv. Mater. 2020, 32, 1906437.

2. Telychko, M.; Su, J.; Gallardo, A.; Gu, Y.; Mendieta-Moreno, J. I.; Qi, D.; Tadich, A.; Song, S.; Lyu, P.; Qiu, Z.; Fang, H.; Koh, M. J.; Wu, J.; Jelínek, P.; Jiong, L. "Strain‐Induced Isomerization in One‐Dimensional Metal–Organic Chains" Angew. Chem. Int. Ed. 2019, 131, 18764.

1. Liu, C.; Chen, Z.; Yan, H.; Yam, K. M.; Gao, J.; Du, Y.; Xi, S.; Li, J.; Zhao, X.; Xu, H.; Li, X.; Fu, W.; Leng, K.; Xie, K.; Pennycook, S. J.; Liu, B.; Zhang, C.; Koh, M. J.*; Loh, K. P.* "Expedient Synthesis of E-Hydrazone Esters and 1H-Indazole Scaffolds through Heterogeneous Single-Atom Platinum Catalysis" Sci. Adv. 2019, 5, eaay1537. (highlighted by SYNFORM).

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Published Work from Post-Doctoral, Ph.D. & Undergraduate Studies

17. Xu, S.; del Pozo, J.; Romiti, F.; Fu, Y.; Mai, B. K.; Morrison, R. J.; Lee, K.; Hu, S.; Koh, M. J.; Lee, J.; Li, X.; Liu, P.; Hoveyda, A. H. “Diastereo- and Enantioselective Synthesis of Compounds with a Trifluoromethyl- and Fluoro-substituted Carbon Centre.” Nat. Chem. 2022, DOI: 10.1038/s41557-022-01054-4.

16. Paioti. P. H. S.; del Pozo, J.; Mikus, M. S.; Lee, J.; Koh, M. J.; Romiti, F.; Torker, S.; Hoveyda, A. H. “Catalytic Enantioselective Boryl and Silyl Substitution with Trifluoromethyl Alkenes: Scope, Utility, and Mechanistic Nuances of Cu–F β-Elimination” J. Am. Chem. Soc. 2019, 141, 19917.

15. Mu, Y.; Nguyen, T. T.; Koh, M. J.; Schrock, R. R.; Hoveyda, A. H. “E- and Z-, Di-,and Trisubstituted Alkenyl Nitriles through Catalytic Cross-Metathesis” Nat. Chem. 2019, 11, 478.

14 Nguyen, T. T.*; Koh, M. J.*; Mann, T. J.; Schrock, R. R.; Hoveyda, A. H. “Synthesis of E- or Z-Trisubstituted Alkenes by Catalytic Cross-Metathesis” Nature 2017, 552, 347. (*these authors contributed equally). (highlighted by SYNFACTS, Synfacts 2018, 14, 261).

13. Koh, M. J.; Nguyen, T. T.; Lam, J. K.; Torker, S.; Hyvl, J.; Schrock, R. R.; Hoveyda, A. H. “Molybdenum Chloride Catalysts for Z-Selective Olefin Metathesis Reactions” Nature 2017, 542, 80.

12. Shen, X.; Nguyen, T. T.; Koh, M. J.; Xu, D.; Speed, A.W. H.; Schrock, R. R.; Hoveyda, A. H. “Kinetically E-Selective Macrocyclic Ring-Closing Metathesis” Nature 2017, 541, 380.

11. Nguyen, T. T.; Koh, M. J.; Shen, X.; Romiti, F.; Schrock, R. R.; Hoveyda, A. H. “Kinetically Controlled E-Selective Catalytic Olefin Metathesis” Science 2016, 352, 569. (highlighted by C&EN News).

10. Koh, M. J.; Nguyen, T. T.; Zhang, H.; Schrock, R. R.; Hoveyda, A. H. “Direct Synthesis of Z-Alkenyl Halides by Catalytic Cross-Metathesis” Nature 2016, 531, 459. (highlighted by Nature, C&EN News, Organic Chemistry Portal, SYNFACTS, Synfacts 2016, 12, 603).

9. Torker, S.; Koh, M. J.; Khan, R. K. M.; Hoveyda, A. H. “Regarding a Persisting Puzzle in Olefin Metathesis with Ru Complexes: Why are Transformations of Alkenes with a Small Substituent Z-selective?” Organometallics 2016, 35, 543.

8. Koh, M. J.; Khan, R. K. M.; Torker, S.; Yu, M.; Mikus, M. S.; Hoveyda, A. H. “High-Value Alcohols and Higher-Oxidation-State Compounds by Catalytic Z-Selective Cross-Metathesis” Nature 2015, 517, 181. (highlighted by SYNFACTS, Synfacts 2015, 11, 387).

7. Koh, M. J.; Khan, R. K. M.; Torker, S.; Hoveyda, A. H. “Broadly Applicable Z- and Diastereoselective Ring-Opening/Cross-Metathesis Catalyzed by a Dithiolate Ru Complex” Angew. Chem. Int. Ed. 2014, 53, 1968.

6. Teo, W.; Rao, W.; Koh, M. J.; Chan, P. W. H. “Gold-Catalyzed Domino Aminocyclization/1,3-Sulfonyl Migration of N-Substituted-N-Sulfonyl-aminobut-3-yn-2-ols to 1-Substituted-3-Sulfonyl-1H-pyrroles” J. Org. Chem. 2013, 78, 7508.

5. Rao, W.; Koh, M. J.*; Li, D.*; Hirao, H.; Chan, P. W. H. “Gold-Catalyzed Cycloisomerization of 1,6-Diyne Carbonates and Esters to 2,4a-Dihydro-1H-fluorenes” J. Am. Chem. Soc. 2013, 135, 7926. (*these authors contributed equally).

4. Rao, W.; S.; Koh, M. J.; Chan, P. W. H. “Gold-Catalyzed Cycloisomerization of 1,7-Enyne Esters to Structurally Diverse cis-1,2,3,6-Tetrahydropyridin-4-yl Ketones” J. Org. Chem. 2013, 78, 3183.

3. Sze, E. M. L.; Koh, M. J.*; Tjia, Y. M.*; Rao, W.; Chan, P. W. H. “Synthesis of (Z)-1,2-Dihydro-1-tosylbenzo[b]azepin-3-ones by Two-step, One-Pot Gold-Catalyzed Tandem Heterocyclization/Petasis-Ferrier Rearrangement of 2-(N-(Prop-2-ynyl)-N-tosylamino)benzaldehydes” Tetrahedron 2013, 69, 7471. (*these authors contributed equally). (highlighted by SYNFACTS, Synfacts 2013, 9, 945).

2. Rao, W.; Koh, M. J.; Kothandaraman, P.; Chan, P. W. H. “Gold-Catalyzed Cycloisomerization of 1,7-Diyne Benzoates to Indeno[1,2-c]azepines and Azabicyclo[4.2.0]octa-1(8),5-dines” J. Am. Chem. Soc. 2012, 134, 10811. (highlighted by SYNFACTS, Synfacts 2012, 9, 952).

1. Sze, E. M. L.; Rao, W.; Koh, M. J.; Chan, P. W. H. “Gold-Catalyzed Tandem Intramolecular Heterocyclization/Petasis–Ferrier Rearrangement of 2-(Prop-2-ynyloxy)benzaldehydes as an Expedient Route to Benzo[b]oxepin-3(2H)-ones” Chem. Eur. J. 2011, 17, 1437.

Patents

1. Koh, M. J.; Wang, Q.; Lee, B. C. “Bench-Stable Sulfones as Glycosyl Donors for Carbohydrate Synthesis” Singapore Patent Application No. 10202203650Y, filed April 8, 2022.

2. Koh, M. J.; Liu, C.-F.; Wang, H. “Methods of Alkene Functionalisation” Singapore Patent Application No. 10202112664R, filed November 15, 2021.

3. Koh, M. J.; Yu, X.; Zhao, H. “Methods of Borylation and Uses Thereof” PCT Int. Appl. WO2021080511, April 29, 2021.

4. Loh, K. P.; Chen, Z.; Koh, M. J.; Liu, C.; Liu, J. “Composites, Methods and Uses Thereof” PCT Int. Appl. WO2020032873, 13 February 2020.

5. Hoveyda, A. H.; Nguyen, T. T.; Koh, M. J.; Xu, C.; Torker, S. “Method of Preparing Trisubstituted Ethylene Compounds,” U.S. Patent Application No. 62/562,224, filed September 22, 2017.

6. Hoveyda, A. H.; Koh, M. J.; Nguyen, T. T.; Schrock, R. R.; Hyvl, J. “Halogen-Containing Metathesis Catalysts and Methods Thereof,” PCT Int. Appl. WO 2018013943, January 18, 2018.

7. Hoveyda, A. H.; Zhang, H.; Koh, M. J.; Schrock, R. R. “Metathesis Catalysts and Methods Thereof,” PCT Int. Appl. WO2016073750, May 12, 2016.

8. Hoveyda, A. H.; Khan, R. K. M.; Torker, S.; Koh, M. J. “Catalysts for Efficient Z-Selective Metathesis,” PCT Int. Appl. WO2014201300, December 18, 2014.

Book Chapters

1. Hoveyda, A. H.; Koh, M. J.; Lee, K.; Lee, J. “Catalytic, Enantioselective, Copper–Boryl Additions to Alkenes” in Organic Reactions, Denmark, S. E. Ed.; John Wiley and Sons, Inc. 2019, 100, 959.