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Draft:Ming Joo Koh

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Ming Joo Koh
NationalitySingapore
Alma materBoston College Nanyang Technological University
Scientific career
InstitutionsNational University of Singapore
Doctoral advisorAmir H. Hoveyda
Websitehttps://www.mjkohgroup.com/

Ming Joo Koh is a Singaporean organic chemist who is currently an Associate Professor, Dean's Chair Professor and Deputy Head of Research in the Department of Chemistry[1] at the National University of Singapore (NUS). His research focuses on the development of base metal catalysts and radical (chemistry) cross-coupling transformations to address challenges in organic synthesis, aiming to shrink the environmental footprint of synthetic chemistry[2]. He serves on various advisory and editorial boards including the Next-Generation Advisory Board[3] of Chem (journal), Early Career Advisory Board of Organic Chemistry Frontiers and Asian Journal of Organic Chemistry, as well as Editorial Board of Green Synthesis and Catalysis and Current Opinion in Green and Sustainable Chemistry. In 2021, Koh was recognized in the 2021 MIT Technology Review Innovators Under 35 Asia Pacific List for his work on sustainable chemical synthesis in catalytic research[4]. He was named by Chemical & Engineering News as part of the Talented 12 class of 2022[5]. He was also the 2023 recipient of the Novartis Early Career Award in Chemistry[6] and one of the two winners of the 2024 Mitsui Chemicals Catalysis Science Award for Creative Work[7]. Koh has co-authored two book chapters[8][9] on catalytic alkene functionalization[10].

Early life and education

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Koh was born and raised in Singapore. He graduated from Nanyang Technological University (NTU) with a Bachelor of Science (First Class Honors) degree before moving to the United States to pursue Ph.D. and post-doctoral studies under the supervision of Amir H. Hoveyda at Boston College (BC). At BC, he worked on the development of catalytic stereoselective olefin metathesis transformations[11][12][13].

Research and career

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In 2018, Koh returned to Singapore to begin his independent career as a President's Assistant Professor in the Department of Chemistry at NUS. Over the years, his group[14] has developed nickel- and iron-catalyzed reductive cross electrophile coupling for π-bond functionalization and glycosylation reactions[15]. In particular, Koh was known for pioneering a catalyst-controlled blueprint by harnessing N-heterocyclic carbene (NHC)-nickel catalysts[16] to solve problems in stereoselective alkene synthesis[17] as well as regio- and enantioselective alkene carbofunctionalization reactions[18][19][20][21], eliminating the need for directing groups and shortening synthetic routes[22].

Besides nickel catalysis, Koh also has interest in developing iron-catalyzed transformations to convert simple alkenes to organoboron compounds[23] and C(sp3)-rich molecules[24] with unique selectivities via distinct mechanisms.

In recent years, Koh took advantage of base metal catalysis[25] and photochemistry[26] to develop cross-coupling reactions and significantly expanded the scope of stereoselective glycosyl radical functionalization[27]. In collaboration with Ben G. Davis from the Rosalind Franklin Institute and University of Oxford, Koh developed a protecting group-free ‘cap and glycosylate’ technology[28] that selectively activates the anomeric hydroxyl of native sugars to form transient thioglycosyl donors, which then undergo stereocontrolled photoinduced glycosylation with radical acceptors to furnish a broad array of unprotected glycosides and glycoproteins. This work received notable comments from M. Carmen Galan and the 2022 Nobel Prize in Chemistry recipient Carolyn Bertozzi[29], triggering a renewed interest in protecting group-free strategies[30] that operate under mild conditions for carbohydrate synthesis[31][32][33]

Awards and honors

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  • 2024 Mitsui Chemicals Catalysis Science Award for Creative Work[7]
  • 2023 Novartis Early Career Award in Chemistry[6][34]
  • 2023 Nanyang Outstanding Young Alumni Award, NTU[35]
  • 2023 Young Researcher Award, NUS[36]
  • 2022 Young Scientist Award, Singapore National Academy of Science[37][38][39]
  • 2022 C&EN's Talented 12[5]
  • 2022 Thieme Chemistry Journals Award[40]
  • 2021 TCI-SNIC Industry Award in Synthetic Chemistry[41]
  • 2021 Innovators Under 35 (TR35) Asia Pacific Award[4]

References

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  1. ^ "KOH Ming Joo". Department webpage. Retrieved 25 December 2024.
  2. ^ Peplow, Mark (15 July 2022). "Ming Joo Koh - This organic chemist uses common metals to shrink synthetic chemistry's environmental footprint". C&EN. Retrieved 25 December 2024.
  3. ^ "Next-generation advisors". Advisory board. Cell Press. Retrieved 25 December 2024.
  4. ^ a b "Energy & sustainability - Ming Joo Koh". Innovators Under 35 Asia Pacific. MIT Technology Review. Retrieved 25 December 2024.
  5. ^ a b "C&EN's Talented 12". C&EN. 2022. Retrieved 25 December 2024.
  6. ^ a b "Novartis Science". LinkedIn. Novartis. Retrieved 25 December 2024.
  7. ^ a b "Mitsui Chemicals Catalysis Science Awards". Mitsui Chemicals. Retrieved 25 December 2024.
  8. ^ Hoveyda, Amir H.; Koh, Ming Joo; Lee, Kyunga; Lee, Jaehee (2019). "Catalytic, Enantioselective, Copper–Boryl Additions to Alkenes". In Denmark, Scott E. (ed.). Organic Reactions. John Wiley & Sons. pp. 959–1055. doi:10.1002/0471264180.or100.15. ISBN 9780471264187.
  9. ^ Lee, Boon Chong; Lin, Leroy; Ko, Charyl; Koh, Ming Joo (2022). "Nickel-Catalyzed Alkene Dicarbofunctionalization". In Yoshikai, Naohiko (ed.). Science of Synthesis: Base Metal Catalysis 1. Thieme. pp. 469–512. doi:10.1055/sos-SD-238-00231. ISBN 978-3-13-245380-7.
  10. ^ McDonald, Richard I.; Liu, Guosheng; Stahl, Shannon S. (23 March 2011). "Palladium(II)-Catalyzed Alkene Functionalization via Nucleopalladation: Stereochemical Pathways and Enantioselective Catalytic Applications". Chemical Reviews. 111 (4): 2981–3019. doi:10.1021/cr100371y. PMC 3076534. PMID 21428440.
  11. ^ Koh, Ming Joo; Nguyen, Thach N.; Lam, Jonathan K.; Torker, Sebastian; Hyvl, Jakub; Schrock, Richard R.; Hoveyda, Amir H. (23 January 2017). "Molybdenum chloride catalysts for Z-selective olefin metathesis reactions". Nature. 542 (7639): 80–85. Bibcode:2017Natur.542...80K. doi:10.1038/nature21043. PMC 5748242. PMID 28114300.
  12. ^ Koh, Ming Joo; Nguyen, Thach N.; Zhang, Hanmo; Schrock, Richard R.; Hoveyda, Amir H. (23 March 2016). "Direct synthesis of Z-alkenyl halides through catalytic cross-metathesis". Nature. 531 (7595): 459–465. Bibcode:2016Natur.531..459K. doi:10.1038/nature17396. PMC 4858352. PMID 27008965.
  13. ^ Koh, Ming Joo; Khan, R. Kashif M.; Torker, Sebastian; Yu, Miao; Mikus, Malte S.; Hoveyda, Amir H. (7 January 2015). "High-Value Alcohols and Higher-Oxidation-State Compounds by Catalytic Z-Selective Cross-Metathesis". Nature. 517 (7533): 181–186. Bibcode:2015Natur.517..181K. doi:10.1038/nature14061. PMID 25567284.
  14. ^ "Research group webpage". MJ Koh Group. Retrieved 25 December 2024.
  15. ^ Wei, Yi; Lin, Leroy Qi Hao; Lee, Boon Chong; Koh, Ming Joo (2 November 2023). "Recent Advances in First-Row Transition Metal-Catalyzed Reductive Coupling Reactions for π-Bond Functionalization and C-Glycosylation". Accounts of Chemical Research. 56 (22): 3292–3312. doi:10.1021/acs.accounts.3c00531. PMID 37917928.
  16. ^ Lee, Boon Chong; Liu, Chen-Fei; Lin, Leroy Qi Hao; Yap, Kang Zheng; Song, NingXi; Ko, Charyl Hui Min; Chan, Priscilla Hee; Koh, Ming Joo (5 April 2023). "N-Heterocyclic carbenes as privileged ligands for nickel-catalysed alkene functionalisation". Chemical Society Reviews. 52 (9): 2946–2991. doi:10.1039/D2CS00972B. PMID 37016986.
  17. ^ Liu, Chen-Fei; Wang, Hongyu; Martin, Robert T.; Zhao, Haonan; Gutierrez, Osvaldo; Koh, Ming Joo (29 July 2021). "Olefin functionalization/isomerization enables stereoselective alkene synthesis". Nature Catalysis. 4 (8): 674–683. doi:10.1038/s41929-021-00658-2. PMC 9431960. PMID 36051572.
  18. ^ Luo, Xiaohua; Mao, Wei; Liu, Chen-Fei; Wang, Yu-Qi; Nie, Jing; Shi, Shi-Liang; Ma, Jun-An; Koh, Ming Joo (7 March 2024). "Enantioselective synthesis of multifunctional alkylboronates via N-heterocyclic carbene–nickel-catalysed carboboration of alkenes". Nature Synthesis. 3 (5): 633–642. Bibcode:2024NatSy...3..633L. doi:10.1038/s44160-024-00492-x.
  19. ^ Wang, Zi-Chao; Luo, Xiaohua; Zhang, Jia-Wen; Liu, Chen-Fei; Koh, Ming Joo; Shi, Shi-Liang (5 October 2023). "Enantioselective C–C cross-coupling of unactivated alkenes". Nature Catalysis. 6 (11): 1087–1097. doi:10.1038/s41929-023-01037-9.
  20. ^ Liu, Chen-Fei; Wang, Zi-Chao; Luo, Xiaohua; Lu, Jiawei; Ko, Charyl Hui Min; Shi, Shi-Liang; Koh, Ming Joo (19 October 2022). "Synthesis of tri- and tetrasubstituted stereocentres by nickel-catalysed enantioselective olefin cross-couplings". Nature Catalysis. 5 (10): 934–942. doi:10.1038/s41929-022-00854-8.
  21. ^ Wang, Hongyu; Liu, Chen-Fei; Martin, Robert T.; Gutierrez, Osvaldo; Koh, Ming Joo (13 December 2021). "Directing-group-free catalytic dicarbofunctionalization of unactivated alkenes". Nature Chemistry. 14 (2): 188–195. doi:10.1038/s41557-021-00836-6. PMC 8896286. PMID 34903858.
  22. ^ Boerner, Leigh Krietsch (20 December 2021). "Dumping directing groups means synthesis shortcut". C&EN. Retrieved 25 December 2024.
  23. ^ Yu, Xiaolong; Zhao, Haonan; Xi, Shibo; Chen, Zhongxin; Wang, Xiaowei; Wang, Lin; Lin, Leroy Qi Hao; Loh, Kian Ping; Koh, Ming Joo (8 June 2020). "Site-selective alkene borylation enabled by synergistic hydrometallation and borometallation". Nature Catalysis. 3 (7): 585–592. doi:10.1038/s41929-020-0470-9.
  24. ^ Tan, Tong-De; Serviano, Juan M. I.; Luo, Xiaohua; Qian, Peng-Cheng; Holland, Patrick L.; Zhang, Xinglong; Koh, Ming Joo (23 February 2024). "Congested C(sp3)-rich architectures enabled by iron-catalysed conjunctive alkylation". Nature Catalysis. 7 (3): 321–329. doi:10.1038/s41929-024-01113-8. PMC 11155680. PMID 38855712.
  25. ^ Wang, Quanquan; Sun, Qikai; Jiang, Yi; Zhang, Huixing; Yu, Lu; Tian, Changlin; Chen, Gong; Koh, Ming Joo (17 February 2022). "Iron-catalysed reductive cross-coupling of glycosyl radicals for the stereoselective synthesis of C-glycosides". Nature Synthesis. 1 (3): 235–244. Bibcode:2022NatSy...1..235W. doi:10.1038/s44160-022-00024-5.
  26. ^ Wang, Quanquan; Lee, Boon Chong; Tan, Ting Jun; Jiang, Yi; Ser, Wei Han; Koh, Ming Joo (22 September 2022). "Visible light activation enables desulfonylative cross-coupling of glycosyl sulfones". Nature Synthesis. 1 (12): 967–974. Bibcode:2022NatSy...1..967W. doi:10.1038/s44160-022-00162-w.
  27. ^ Jiang, Yi; Zhang, Yijun; Lee, Boon Chong; Koh, Ming Joo (18 September 2023). "Diversification of Glycosyl Compounds via Glycosyl Radicals". Angewandte Chemie International Edition. 62 (38): e202305138. doi:10.1002/anie.202305138. PMID 37278303.
  28. ^ Jiang, Yi; Wei, Yi; Zhou, Qian-Yi; Sun, Guo-Quan; Fu, Xia-Ping; Levin, Nikita; Zhang, Yijun; Liu, Wen-Qiang; Song, NingXi; Mohammed, Shabaz; Davis, Benjamin G.; Koh, Ming Joo (19 June 2024). "Direct radical functionalization of native sugars". Nature. 631 (8020): 319–327. Bibcode:2024Natur.631..319J. doi:10.1038/s41586-024-07548-0. PMC 11236704. PMID 38898275.
  29. ^ Gomollón-Bel, Fernando (27 June 2024). "Photochemistry sheds light on the direct functionalisation of native sugars". Chemistry World. Retrieved 25 December 2024.
  30. ^ Barbu, Brianna (20 June 2024). "Radical reaction enables protecting group-free sugar chemistry". C&EN. Retrieved 25 December 2024.
  31. ^ Matoba, Hiroaki; Hirai, Go (30 October 2024). ""Cap and glycosylate" strategy for direct radical functionalization of native sugars". Science Bulletin. 69 (20): 3163–3165. Bibcode:2024SciBu..69.3163M. doi:10.1016/j.scib.2024.08.009. PMID 39181784.
  32. ^ Pacheco, João A.; Candeias, Nuno R. (9 December 2024). "Light-Driven Site-Selective Glycosylation of Native Carbohydrates". Angewandte Chemie International Edition. 63 (50): e202414424. doi:10.1002/anie.202414424. PMID 39351668.
  33. ^ West, Thomas (17 July 2024). "Protecting-group-free radical glycosylation". Nature Synthesis. 3 (8): 931. Bibcode:2024NatSy...3..931W. doi:10.1038/s44160-024-00616-3.
  34. ^ "Assoc Prof Koh Ming Joo conferred the Novartis Early Career Award in Chemistry". NUS news. 11 December 2023.
  35. ^ "Recipients (Year 2023)". Nanyang Alumni Awards. Retrieved 26 December 2024.
  36. ^ "Young Researcher Award". NUS University Awards 2023.
  37. ^ Isaman, Nur Isyana (16 March 2023). "Rising to the top". NTU Alumni News.
  38. ^ "Young Scientist Awards (YSA)". President's Science & Technology Awards (PSTA). Retrieved 26 December 2024.
  39. ^ "2 veteran and 2 young scientists bag President's Science and Technology awards". The Straits Times. 9 December 2022.
  40. ^ "Thieme Chemistry Journals Award 2022". Thieme Chemistry. Retrieved 26 December 2024.
  41. ^ "SNIC-Industry Award Winners 2021". SNIC-Industry Awards. Retrieved 26 December 2024.