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Teaching Staff

Professor CHIU, Pauline

Professor CHIU, Pauline

Professor, Department of Chemistry, Faculty of Science, HKU

  • 2859 8949
  • 604 Chong Yuet Ming Chemistry Building, University of Hong Kong, Pokfulam Road, Hong Kong

Teaching area:

  • Organic chemistry

 

Research areas:

  • Development of new synthetic reactions: cascade reactions
  • Synthesis of polycyclic compounds
  • Total synthesis of natural products and compounds for therapeutic applications
  • Medicinal chemistry
 

Publications:

  1. Pyrroles as Dienes in (4+3) Cycloadditions.  Hu, F.; Ng, J. P. L.; Chiu, P.* Synthesis 2019 51, 1073-1086.  DOI: 10.1055/s-0037-1611660 (IF2017= 2.722). Published as part of the 50 Years SYNTHESIS – Golden Anniversary Issue
  2. Applications of (4+3) Cycloadditions in Natural Product Synthesis.  Yin, Z. S.; He, Y.; Chiu, P.*  Chem. Soc. Rev.2018, 47, 8881-8924. DOI: 10.1039/C8CS00532J (IF2017= 40.182).  Part of the themed collection: New Directions in Natural Product Synthesis
  3. Intramolecular (4+3) Cycloadditions of Pyrroles and Application to the Synthesis of Class II Galbulimima Alkaloids.  He, J.; Chen, Z.; Li, W.; Low, K.H.; Chiu, P.*  Angew. Chem. Int. Ed. 2018, 57, 5253-5256.  doi: 10.1002/anie.201711439
  4. Synthesis and Applications of Unquaternized C-bound Boron Enolates.  Ng., E. W. H.; Low, K.H.; Chiu, P.*  J. Am. Chem. Soc. 2018, 140, 3537-3541. doi:10.1021/jacs.8b00614
  5. Application of a Rhodium-catalyzed Cyclization Cycloaddition Cascade Strategy to the Total Synthesis of (-)-Curcumol.  Zhang, X. X.;* Ko, R. Y. Y.;  Xie, X. Q.; Qi, W. P.; Li, P. C.; Chiu, P.*  Org. Chem. Front.,2018, 5, 1092-1095. doi: 10.1039/C7QO01150D
  6. Transannular [4+3] Cycloadditions of Macrocyclic Epoxy Ketones.  Chan, D.; Chen, Y.; Low, K. H.; Chiu, P.* Chem.-Eur. J.  2018, 24, 2375-2378.  doi: 10.1002/chem.201800019/full
  7. An Approach to the Welwistatin Core via a Diazoketone Rearrangement–Ring Expansion Strategy. Lam. S. M.; Wong, W. T.; Chiu, P.* Org. Lett.2017, 19, 4468–4471. DOI: 10.1021/acs.orglett.7b01988
  8. Rearrangements of α-Diazo-β-Hydroxyketones for the Synthesis of Bicyclo[m.n.1]alkanones. Li, Z.; Lam, S. M.; Ip, I.; Wong, W. T.; Chiu, P.* Org. Lett. 2017, 19, 4464–4467. DOI: 10.1021/acs.orglett.7b01963
  9. A Natural Product-like JAK2/STAT3 Inhibitor Induces Apoptosis of Malignant Melanoma Cells. Wu, K. J.; Huang J. M.; Zhong, H. J.; Dong Z. Z.; Liu, C.; Lu, J.-J.; Chen, X. P.;  Chiu, P; Kwong, D. W.; Han, Q. B.; Ma, D. L.*; Leung, C. H.* PLoS One, 2017, 12(6) e0177123. DOI: 10.1371/journal.pone.0177123
  10. Dearomative Intramolecular (4+3) Cycloadditions of Arenes with Epoxy and Aziridinyl Enolsilanes. Ling, J.; Lam, S.; Low, K.-H.; Chiu, P.* Angew. Chem., Int. Ed.2017, 56, 8879–8882. DOI: 10.1002/anie.201704155
  11. Tetrandrine, an Activator of Autophagy, Induces Autophagic Cell Death via PKC-α Inhibition and mTOR-Dependent Mechanisms. Wong, V. K. W.; Zeng, W.; Chen J.; Yao, X. J.; Leung, E. L.; Wang Q. Q.; Chiu, P.*; Ko, B. C. B.*; Law, B. Y. K.*  Front. Pharmacol.2017, 8:351. DOI: 10.3389/fphar.2017.00351
  12. ​3-Quinuclidinol. First Update. Y. Chen, Chiu, P.* In: Electronic Encyclopedia of Reagents for Organic Synthesis (e-EROS). John Wiley & Sons, 2016.
  13. "Goldilocks Effect" of Water in Lewis-Brønsted Acid and Base Catalysis. Barron, B. J.; Wong, W. T.; Chiu, P.; Hii, K. K.*  ACS Catalysis.2016, 6, 4189–4194. DOI: 10.1021/acscatal.6b00800
  14. Epoxy and Aziridinyl Enolsilanes in Diastereoselective Inter- and Intramolecular Friedel–Crafts Alkylations. Ling, J.; Lam, S. K.; Lo, B.; Lam, S.; Wong, W. T.; Chen, G.; Sun, J.; Chiu, P.* Org. Chem. Front.2016, 3, 457–461.DOI: 10.1039/C5QO00333D.This article is selected to be in the themed collection: Hot articles in Organic Chemistry Frontiers in 2016.
  15. Copper Hydride-Catalyzed Reductive Claisen Rearrangements. Wong, K. C.; Ng, E.; Wong, W. T.; Chiu, P.* Chem. – Eur. J.2016, 22, 3709–3712. DOI: 10.1002/chem.201504870. This article is part of a Special Issue: Women in Chemistry. 
  16. Formal Total Synthesis of (+)-Cortistatin A and J. Kuang, L.; Liu, L. L.; Chiu, P.* Chem. – Eur. J.2015, 21, 14287–14291. DOI: 10.1002/chem.201502890. Selected as a Hot Paper by the Journal.Also highlighted in: Organic Chemistry Highlights: http://www.organic-chemistry.org/Highlights/2016/29August.shtm
  17. Further studies on sultones derived from carbene cyclization cycloaddition cascades. Groß, T.; Herrmann, T.; Shi, B.; Jäger, A.; Chiu, P.; Metz, P.* Tetrahedron, 2015, 71, 5925–5931. DOI: 10.1016/j.tet.2015.05.095
  18. Concerted Ring-Opening and Cycloaddition of Chiral Epoxy Enolsilanes with Dienes. Krenske, E. H.*; Lam, S.; Ng, J. P. L.; Lo, B.; Lam, S. K.; Chiu, P.*; Houk, K. N.* Angew. Chem., Int. Ed.2015, 54, 7422–7425. DOI: 10.1002/anie.201503003
  19. Cycloaddition Reactions of Carbonyl Ylides Derived From Enones. Yu, Y.; Cornelissen, L.; Wong, W. T.; Chiu, P.* Synlett2015, 26 (11), 1553–1556. DOI: 10.1055/s-0034-1379926. Invited Contribution to Special Issue dedicated to Prof. K. C. Vollhardt.
  20. Total Synthesis of (–)-Dolastatrienol. Leung, L. T.; Chiu, P.* Chem. – Asian J.2015, 10, 1042–1049.  DOI: 10.1002/asia.201403325. Selected as a VIP (Very Important Paper)
  21. Virtual screening and optimization of Type II inhibitors of JAK2 from a natural product library. Ma, D. L.*; Chan, D. S.-H.; Wei, G.; Zhong, H. J.; Yang, H.; Leung, L. T.; Gullen, E. A.; Chiu, P.*; Cheng, Y. C.*; Leung, C. H.* Chem. Commun. 2014, 50, 13885–13888. DOI: 10.1039/C4CC04498C
  22. ​Virtual screening and optimization of Type II inhibitors of JAK2 from a natural product library. Ma, D. L.*; Chan, D. S.-H.; Wei, G.; Zhong, H. J.; Yang, H.; Leung, L. T.; Gullen, E. A.; Chiu, P.*; Cheng, Y. C.*; Leung, C. H.* Chem. Commun. 2014, 50, 13885–13888. DOI: 10.1039/C4CC04498C
  23. ​Vinyl Epoxides in Organic Synthesis.  He, J.; Ling, J.; Chiu, P.* Chem. Rev.2014, 114, 8037–8128. DOI: 10.1021/cr400709j
  24. Intermolecular (4+3) cycloadditions of aziridinyl enolsilanes. Lam, S. K.; Lam, S.; Wong, W. T.; Chiu, P.* Chem. Commun.2014, 50 (14), 1738–1741. DOI: 10.1039/C3CC48266A
  25. [4+3] Cycloadditions of Enolsilane Derivatives. Lam, S. Y. Y.; Chiu, P.* In: Methods and Applications of Cycloaddition Reactions in Organic Synthesis (MACROS), N. Nishiwaki, Ed. Wiley Blackwell, 2014, Chapter 18, pp. 565–598.
  26. Hexa-μ-hydrohexakis(triphenylphosphine)hexacopper. First Update. Chiu, P.*; Ng, W. H. In: Electronic Encyclopedia of Reagents for Organic Synthesis (e-EROS). John Wiley & Sons, 2014, pp. 1–9.
  27. Asymmetric (4+3) Cycloadditions of Optically Enriched Epoxy Enolsilanes. Lo, B.; Lam, S.; Wong, W. T.; Chiu, P.* Angew. Chem., Int. Ed.2012, 51, 12120–12123. DOI: 10.1002/anie.201207427. Selected as a Hot Paper by Angew. Chem., Int. Ed.
  28. An Adventure in Synthesis Inspired by the Pseudolaric Acids. Chiu, P. In: Strategies and Tactics in Organic Synthesis, M. Harmata, Ed. Academic Press, 2012; Volume 8, Chapter 3, pp. 55–78.
  29. Enantiomerically Enriched (4+3) Cycloadducts Derived from Optically Active Epoxy Enolsilanes. Lam, S.; Lo, B.; Wong, W. T.; Chiu, P.* Asian J. Org. Chem.2012, 1, 30–33. DOI: 10.1002/ajoc.201200038. Selected as a VIP (Very Important Paper) and Front cover 
  30. ​Desymmetrizing reductive aldol cyclizations of enethioate derivatives of 1,3-diones catalyzed by chiral copper hydride. Ou, J.; Wong, W.-T.; Chiu, P.* Org. Biomol. Chem.2012, 10, 5971–5978. DOI: 10.1039/C2OB25206F. Invited Contribution to the 10th Anniversary Issue of Org. Biomol. Chem. 
  31. ​Reductive aldol cyclizations of unsaturated thioester derivatives of 1,3-cyclopentanedione catalyzed by chiral copper hydrides. Ou, J.; Wong, W. T.; Chiu, P.* Tetrahedron, 2012, 68, 3450–3456. DOI: 10.1016/j.tet.2011.07.057. Invited Contribution to Tetrahedron Special Issue on “New trends in enantioselective catalysis with copper (I)” .
  32. ​Desymmetrization of meso [3.2.1] oxabicyclic systems using metal-catalyzed asymmetric intramolecular C–H insertion.  Zhang, X.; Li, Z.; Chu, J. C. K.; Chiu, P.* Tetrahedron Lett.2011, 52, 6763–6766. DOI: 10.1016/j.tetlet.2011.10.026
  33. ​Non-cross-linked polystyrene-supported triphenylarsonium halides and their use in the arsa-Wittig reaction. Lau, K. C. Y.; Chiu, P.* Tetrahedron, 2011, 67, 8769–8774. DOI: 10.1016/j.tet.2011.09.005
  34. ​Conjugate reductions and reductive aldol cyclizations of α,β-unsaturated thioesters catalyzed by (BDP)CuH. Li, N.; Ou, J.; Miesch, M.; Chiu, P.* Org. Biomol. Chem.2011, 9, 6143–6147. DOI: 10.1039/C1OB05352C
  35. ​A Protecting-Group-Free Route to Chiral BINOL–Phosphoric Acids. Li, B.; Chiu, P.* Eur. J. Org. Chem.2011, 3932–3937. DOI: 10.1002/ejoc.201100328
  36. ​Synthesis of fluorinated analogues of the immunosuppressive drug FTY720. Ko, R. Y. Y.; Chu, J. C. K.; Chiu, P.* Tetrahedron, 2011, 67, 2542–2547. DOI: 10.1016/j.tet.2011.02.028
  37. ​An expeditious asymmetric synthesis of the pentacyclic core of the cortistatins by an intramolecular (4+3) cycloaddition. Liu, L. L.; Chiu, P.* Chem. Commun.2011, 47, 3416–3417. DOI: 10.1039/C1CC00087J. Selected as a Hot Article by Chem. Commun.
  38. ​Facial Selectivity and Regiospecificity in the (4+3) Cycloaddition of Epoxy Enol Silanes. Lo, B.; Chiu, P.*  Org. Lett.2011, 13, 864–867. DOI: 10.1021/ol102897d
  39. ​Pseudolaric Acids: Isolation, Bioactivity and Synthetic Studies. Leung, L. T.; Ko, B. C. B.; Chiu, P.* Nat. Prod. Rep.2010, 27, 1066–1083. DOI: 10.1039/B906520M. Invited Review.
  40. ​Alisol B, a Novel Inhibitor of the Sarcoplasmic/Endoplasmic Reticulum Ca(2+) ATPase Pump, Induces Autophagy,
  41. Endoplasmic Reticulum Stress, and Apoptosis. Law, B. Y. K.; Wang, M.; Ma, D.-L.; Al-Mousa, F.; Michelangeli, F.; Cheng, S.-H..; Ng, M. H. L.; To, K.-F.; Mok, A. Y. F.; Ko, R. Y. Y.; Lam, S. K.; Chen, F.; Che, C.-M.; Chiu, P.*; Ko, B. C. B.* Mol.

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