周建荣 - 北京大学深圳研究生院 - 化学生物学与生物技术学院

个人简介

EDUCATION 1994-1998 B.Sc. in Chemistry with first-class honors at National University of Singapore. 1998-2000 M.Sc. in Chemistry at National University of Singapore. Supervisor: Teck-Peng Loh 2000-2005 Ph.D. in Organic Chemistry at Massachusetts Institute of Technology. Supervisor: Gregory C. Fu PROFESSIONAL EXPERIENCE 2005-2008 Postdoctoral researcher at Yale University and University of Illinois at Urbana. Supervisor: John F. Hartwig 2008-2013 Singapore National Research Foundation Fellow (joint appointment) 2008-2019 Assistant Professor and Senior Research Scientist at Nanyang Technological University 2019 Associated Professor at Peking University Shenzhen Graduate School HONORS AND AWARDS 2008 Singapore National Research Foundation fellowship 2011-14 Asian Core Program Lectureship Award (2011 Malaysia, 2012 Taiwan, 2013 Japan and 2014 China) 2012 Thieme Chemistry Journals Award 2015 SPMS Young Researcher Award, Nanyang Technological University 2013, 2017 GSK-EDB Green and Sustainable Manufacturing Award 2019 Bayer Investigator Award

研究领域

My research focuses on transition metal catalysis, mechanistic studies and application to stereoselective synthesis of chiral drugs. An emphasis is placed on asymmetric catalytic processes. Chiral drugs contribute to one third of modern medicines today. Nowadays almost all of newly approved small-molecule drugs are made in optically pure forms, so as to avoid toxicity caused by unwanted isomers. Other research interest includes: 1) Application of photocatalysis and reactive radical species in metal catalysis. 2) Replacement of expensive noble metals with Earth-abundant late 3d metals. 3) Stereoselective formation of strained rings, deuterated and fluorinated compounds, which are becoming increasingly important in medicines. Examples of ongoing projects include 1) Heck reaction, 2) arylation of carbonyl compounds, 3) palladium radical catalysis, 4) nickel-catalyzed transfer hydrogenation and 5) copper-catalyzed addition of air-stable organoboron reagents. In particular, asymmetric hydrogenation has become an important tool for large-scale synthesis of chiral key intermediates in industry, but hydrogenation catalysts rely heavily on very expensive, rare metals, such as rhodium, iridium and ruthenium. It poses a severe problem of sustainability in pharmaceutical manufacturing. I also seek intellectual contribution to transition metal catalysis at a fundamental level: 1) New ways of bond activation, for example, using classical hydrogen bonding for soft ionization of arylpalladium halides in asymmetric Heck reaction. 2) New ways of bond formation in metal catalysis, for example, discovery of a new elementary step of 1,4-insertion in copper-catalyzed asymmetric addition. 3) New means of chirality transfer from catalysts to products, for example, employing weak CH/O hydrogen bonding in palladium-catalyzed asymmetric coupling of enolates.

近期论文

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Catalytic Enantioselective Domino Alkenylation-Alkynylation of Alkenes: Stereoselective Syntheses of 5-7 Membered Azacycles and Carbocycles. Zhaoming Ma, Lantian Sun and Jianrong Steve Zhou* Sci. China. Chem. 2023, DOI: 10.1007/s11426-023-1552-0 Published on Apr 10, 2023 . Highlighted by x-mol in April 2023 Cobalt-Catalyzed Asymmetric Umpolung Dideuteration of Enamides for Stereoselective Synthesis of a,b-Dideuterated a-Amino Acids. Aibo Li, Xinjian Song, Qiao Ren, Peiwang Bao, Xinyu Long, Fuli Huang, Lvjiang Yuan, Jianrong Steve Zhou* and Xurong Qin* Angew. Chem., Int. Ed. 2023, e202301091. DOI: 10.1002/anie.202301091 First Published on Mar 17, 2023. Highlighted by x-mol in Dec 2022 Enantioselective Domino Alkenylation-Heteroarylation of Olefins: Stereoselective Syntheses of 5-7 Membered Azacycles. Zhaoming Ma, Lantian Sun and Jianrong Steve Zhou* Chem. Sci. 2023, 14, 3010-3017. DOI: 10.1039/d2sc07117g First published on Feb 17, 2023 Nickel-Catalyzed Enantioselective Reductive Arylation and Heteroarylation of Aldimines via an Elementary 1,4-Addition. Luoqiang Zhang, Xiuhua Wang, Maoping Pu, Peng Yang, Yun-Dong Wu, Yonggui Robin Chi and Jianrong Steve Zhou* J. Am. Chem. Soc. 2023, 145(15), 8498–8509. DOI: 10.1021/jacs.3c00548 First published on April 6, 2023. Highlighted by x-mol in April 2023 Pursuing High Efficiency in Photocatalytic Oxidative Couplings of Heteroarenes and Aliphatic C-H bonds. Luoqiang Zhang, Daoyong Zhu, Jingyao Hu, Minjun Feng, Tze Chien Sum, Haoran Sun, Hajime Hirao, Yonggui Robin Chi and Jianrong Steve Zhou* Org. Chem. Front. 2023, 10, 1651-1659. DOI: 10.1039/D2QO01558G First published on Feb 21, 2023 Reductive-Delay Heck 1,1-Diarylation of Terminal Alkenes. Shao, Huihui; Zhao, Yao; Wang, Shuangqiang; Chen, Rizhi; Zhou, Jianrong Steve; Wu, Xiaojin* Org. Lett. 2022, 24(36), 6520–6524. DOI: 10.1021/acs.orglett.2c02416 Published on September 1, 2022 Nickel-Catalyzed Enantioselective Reductive Conjugate Arylation and Heteroarylation via an Elementary Mechanism of 1,4-Addition. Luoqiang Zhang, Mengxin Zhao, Maoping Pu, Zhaoming Ma, Jingsong Zhou, Caiyou Chen, Yun-Dong Wu, Yonggui Robin Chi, Jianrong Steve Zhou*J. Am. Chem. Soc. 2022, 144(44), 20249–20257. DOI: 10.1021/jacs.2c05678 published on Oct 31, 2022. One of the most read JACS articles of the month. Highlighted by x-mol in Dec 2022. Highlighted by Jiao, Tengchao, Yao, Tuanli, Chin. J. Org. Chem. 2022 (highlights) 2022, 42 (12): 4362-4363. DOI: 10.6023/cjoc202200076 Nickel-Catalyzed Chemo- and Regioselective Arylcyanation of β,γ-Unsaturated Amides. Jinghui Hu, Qiang Du, Yao Zhao, Fei Zhang, Rizhi Chen, Jianrong Steve Zhou, Wu, Xiaojin* Org. Lett. 2022, 24(24), 4328–4332. DOI: 10.1021/acs.orglett.2c01360 published on June 10, 2022 Metal-catalyzed asymmetric heteroarylation of alkenes: diverse activation mechanisms. Shenghan Teng, Jianrong Steve Zhou* Chem. Soc. Rev. 2022, 51, 1592-1607. DOI: 10.1039/D1CS00426C published on 15 Feb 2022 Enantioselective Synthesis of Chiral Carboxylic Acids from Alkynes and Formic Acid by Nickel-Catalyzed Cascade. Reactions: Facile Synthesis of Profens. Peng Yang, Yaxin Sun, Kaiyue Fu, Li Zhang, Guang Yang, Jieyu Yue, Yu Ma,* Jianrong Steve Zhou,* Bo Tang* Angew. Chem., Int. Ed. 2021, accepted. DOI: 10.1002/anie.202111778 Nickel-Catalyzed Enantioselective Umpolung Hydrogenation for Stereoselective Synthesis of b-Amido Esters. Jianrong Steve Zhou,* Siyu Guo, Xiaohu Zhao and Yonggui Robin Chi. Chem. Commun. 2021, 57, 11501-11504. DOI: 10.1039/D1CC05257H. Published on Oct 6, 2021 Asymmetric Domino Heck Arylation and Alkylation of Nonconjugated Dienes: Double C–F···Sodium Attractive Noncovalent Interaction. Daoyong Zhu, Wenqiang Xu, Maoping Pu, Yun-Dong Wu, Yonggui Robin Chi and Jianrong Steve Zhou* Org. Lett. 2021, 23(18), 7064–7068. DOI: 10.1021/acs.orglett.1c02457 Published on Sept 1, 2021. Highlighted by ChemBeanGo in September 2021 Nickel-Catalyzed Heck Reaction of Cycloalkenes using Aryl Sulfonates and Pivalates. Jianrong Steve Zhou,* Xiaolei Huang, Shenghan Teng and Yonggui Robin Chi. Chem. Commun. 2021, 57, 3933-3936. DOI: 10.1039/D1CC00634G Published on March 12, 2021 Enantioselective Three-Component Coupling of Heteroarenes, Cycloalkenes and Propargylic Acetates. Shenghan Teng, Yonggui Robin Chi and Jianrong Steve Zhou* Angew. Chem., Int. Ed.2021, 60(9), 4491-1195. DOI: 10.1002/anie.202014781 First published on 1 Dec 2020. Published on Feb 23, 2021. Highlighted by x-mol in Dec 2020 Enantioselective Intermolecular Heck and Reductive Heck Reactions of Aryl Triflates, Mesylates and Tosylates Catalyzed by Nickel. Xiaolei Huang, Shenghan Teng, Yonggui Robin Chi, Wenqiang Xu, Maoping Pu, Yun-Dong Wu and Jianrong Steve Zhou* (WX, MP and TDW contributed DFT calculation) Angew. Chem., Int. Ed. 2021, 60(6), 2828-2832. DOI: 10.1002/anie.202011036 Published on 2 Nov 2020. Highlighted by chem-station in Nov 2020 Nickel-catalyzed C-alkylation of thioamide, amides and esters by primary alcohols through a hydrogen autotransfer strategy. Peng Yang,* Xiuhua Wang, Yu Ma, Li Zhang, Yaxin Sun, Jieyu Yue, Kaiyue Fu, Jianrong Steve Zhou* and Bo Tang* Chem. Commun. 2020, 56, 14083-14086 DOI: 10.1039/D0CC06468H. First published on 15 Oct 2020 Asymmetric Reductive and Alkynylative Heck Bicyclization of Enynes to Access Conformationally Restricted Aza[3.1.0]bicycles. Xiaolei Huang, Minh Hieu Nguyen, Maoping Pu, Luoqiang Zhang, Yonggui Robin Chi, Yun-Dong Wu and Jianrong Steve Zhou* (MP and TDW contributed DFT calculation) Angew. Chem., Int. Ed. 2020, 59(27), 10814-10818. DOI: 10.1002/anie.202000859 First published on Mar 26, 2020. Highlighted in Synfacts 2020, 16(09), 1078 and Organic Chemistry Portal in Dec 2020 "Metal-Mediated C-C Ring Construction" Asymmetric Three-Component Heck Arylation/Amination of Nonconjugated Cyclodienes. Daoyong Zhu, Zhiwei Jiao, Yonggui Robin Chi, Théo P. Gonçalves, Kuo-Wei Huang and Jianrong Steve Zhou* (TG and KWH contributed DFT calculation) Angew. Chem., Int. Ed. 2020, 59(13), 5341-5345. DOI: 10.1002/anie.201915864 published on Mar 23, 2020 Highlighted by x-mol.com in 2020. Asymmetric Umpolung Hydrogenation and Deuteration of Alkenes by Nickel Catalysts. Siyu Guo, Xiuhua Wang and Jianrong Steve Zhou* Org. Lett. 2020, 22(3), 1204-1207. DOI: 10.1021/acs.orglett.0c00112 published on 15 Jan 2020 Asymmetric Wacker-Type oxyallenylation and Azaallenylation of Cyclic Alkenes. Shenghan Teng, Zhiwei Jiao, Yonggui Robin Chi and Jianrong Steve Zhou* Angew. Chem., Int. Ed. 2020, 59(6), 2246-2250. DOI: 10.1002/anie.201911961 published on Feb 3, 2020 Asymmetric Hydroarylation of Enones via Nickel-Catalyzed 5-endo-trig Cyclization. Xurong Qin, Marcus Wen Yao Lee and Jianrong Steve Zhou* Org. Lett. 2019, 21, 990-994. DOI: 10.1021/acs.orglett.9b02130. Published on July 24, 2019. Highlighted in Synfacts 2019, 15(10), 1146. Arylation of Aldehydes to Directly Form Ketones via Tandem Nickel Catalysis. Chuanhu Lei, Daoyong Zhu, Vicente III Tiu Tangcueco and Jianrong Steve Zhou* Org. Lett. 2019, 21, 5817-5822. DOI: 10.1021/acs.orglett.9b01782. Published on July 16, 2019. One of the most read articles of the journal in the month. Copper-Catalyzed Asymmetric Arylation of N-Heteroaryl Aldimines: Elementary Step of a 1,4-Insertion. Chunlin Wu, Xurong Qin, Adhitya Mangala Putra Moeljadi, Hajime Hirao, Jianrong Steve Zhou* (HH contributed calculation). Angew. Chem. Int. Ed. 2019, 58, 2705-2709. DOI: 10.1002/anie.201812646. Published on 15 Jan 2019 Asymmetric Stepwise Reductive Amination of Sulfonamides, Sulfamates and a Phosphinamide via Nickel Catalysis. Xiaohu Zhao, Haiyan Xu, Xiaolei Huang and Jianrong Steve Zhou* Angew. Chem. Int. Ed. 2019, 58, 592-596. DOI: 10.1002/anie.201809930. Published on 30 October 2018. Highlighted by Mark Lautens et al. in Synfacts 2019, 15(03), 0258. Palladium-Catalyzed Intermolecular Heck-Type Reaction of Epoxides. Shenghan Teng, Malcolm Eugene Tessensohn, Richard D. Webster and Jianrong Steve Zhou* ACS Catalysis 2018, 8, 7439–7444. DOI: 10.1021/acscatal.8b02029 Published on July 3, 2018. One of the most read articles of the journal in the month. Highlighted by x-mol.com in 2018. Palladium-Catalyzed Enantioselective Arylation of Racemic Ketones to Form Bridged Bicycles via Dynamic Kinetic Resolution. Xiaolei Huang, William Ray Jun Jie Oh and Jianrong Steve Zhou* Angew. Chem. Int. Ed. 2018, 57, 7673-7677. DOI: 10.1002/anie.201804318. Published on 30 April 2018 Palladium-Catalyzed para-Selective Alkylation of Electron-Deficient Arenes. Zhiwei Jiao, Li Hui Lim, Hajime Hirao and Jianrong Steve Zhou* Angew. Chem. Int. Ed. 2018, 57, 6294-6298. DOI: 10.1002/anie.201801967 Published on 12 April 2018 Nickel-Catalyzed N-Alkylation of both Acylhydrazines and Arylamines with Alcohols and Enantioselective Examples. Peng Yang, Caili Zhang, Yu Ma, Caiyun Zhang, Aijie Li, Bo Tang* and Jianrong Steve Zhou* Angew. Chem. Int. Ed. 2017, 56, 14702-14706. DOI: 10.1002/anie.201708949. Published on 29 Sept 2017. Highlighted by Yamamoto et al. Synfacts 2018, 14(2), 164. Featured in huaxuejia.com in 2017. Asymmetric Intermolecular Heck reaction of Propargylic Acetates and Cycloalkenes to Access Fused Cyclobutenes. Zhiwei Jiao, Qi Shi, Jianrong Steve Zhou* Angew. Chem. Int. Ed. 2017, 56, 14567-14571. DOI: 10.1002/anie.201708435. Published on 29 Sept 2017. Highlighted by Lautens et al. Synfacts 2018, 14(1), 48 and cited by www.chemistryviews.org. Nickel-Catalyzed Asymmetric Reductive Heck Cyclization of Aryl Halides to Access Indolines. Xurong Qin, Marcus Wen Yao Lee, Jianrong Steve Zhou* Angew. Chem. Int. Ed. 2017, 56, 12723-12726. DOI: 10.1002/anie.201707134. Published on 30 Aug 2017. Highlighted by Lautens et al. Synfacts 2017, 13(10), 1040. Nickel-Catalyzed Direct Synthesis of Aryl Olefins from Ketones and Organoboron Reagents under Neutral Conditions. Chuanhu Lei, Yong Jie Yip, Jianrong Steve Zhou* J. Am. Chem. Soc. 2017, 139, 6086. DOI: 10.1021/jacs.7b02742. Published on 12 Apr 2017. One of the most read JACS articles of the month. Highlighted by Organic Chemistry Portal in 2018. Palladium-Catalyzed Arylation of Ketones and Acetonitrile with ortho-Alkylation of Aryl Rings: de novo Synthesis of Tetralines and Benzocycloheptenes. Chuanhu Lei, Jiajia Cao, Jianrong Steve Zhou* Org. Lett. 2016, 18, 6120. DOI: 10.1021/acs.orglett.6b03130. Published on 22 Nov 2016 Palladium-Catalyzed Asymmetric α-Arylation of Alkylnitriles. Zhiwei Jiao, Kwok Wei Chee, Jianrong Steve Zhou* J. Am. Chem. Soc. 2016,138, 16240. DOI: 10.1021/jacs.6b11610. Published on 7 Dec 2016. One of most read JACS articles of the month. Highlighted by Yamamoto et al. Synfacts 2017, 13(3), 274 and x-mol.com Palladium-Catalyzed Enantioselective α-Arylation of α-Fluoroketones. Zhiwei Jiao, Jason Beiger, Yushu Jin, Shaozhong Ge, Jianrong Steve Zhou,* John F. Hartwig* (Two groups contributed different procedures with complementary scopes) J. Am. Chem. Soc. 2016, 138, 15980. DOI: 10.1021/jacs.6b09580. Published on 6 Nov 2016. One of most read JACS articles of the month. Highlighted by Lautens et al. Synfacts 2017, 13(2), 155. N,N-Dimethylformamide as Hydride Source in Nickel-Catalyzed Asymmetric Hydrogenation of a,b-Unsaturated Esters. Siyu Guo, Jianrong Steve Zhou* Org. Lett. 2016, 18, 5344. DOI: 10.1021/acs.orglett.6b02662. Published on 6 Oct 2016. One of the most read Org Lett articles of the month. Highlighted by Lautens et al. Synfacts 2016, 12, 1270 and Organic Chemistry Portal in 2017 Nickel-Catalyzed Enantioselective Reductive Amination of Ketones with Both Arylamines and Benzhydrazide. Peng Yang, Li Hui Lim, Pratanphorn Chuanprasit, Hajime Hirao,* Jianrong (Steve) Zhou* (HH contributed calculation) Angew. Chem. Int. Ed. 2016, 55, 12083. DOI: 10.1002/anie.201606821 Published on 30 Aug 2016. Highlighted by x-mol.com in 2016. Palladium-Catalyzed Alkynylation and Concomitant ortho-Alkylation of Aryl Iodides. Chuanhu Lei, Xiaojia Jin, Jianrong (Steve) Zhou* ACS Catal. 2016, 6, 1635. DOI: 10.1021/acscatal.6b00169. Published on 3 Feb 2016 Asymmetric Conjugate Addition of Organoboron Reagents to Common Enones Using Copper Catalysts. Chunlin Wu, Guizhou Yue, Christian Duc-Trieu Nielson, Kai Xu, Hajime Hirao,* Jianrong (Steve) Zhou* (HH contributed DFT calculation) J. Am. Chem. Soc. 2016,138, 742. DOI: 10.1021/jacs.5b11441. Published on 15 Jan 2016. One of the most read JACS articles of the month. Highlighted by Lautens et al. Synfacts 2016, 12(4), 394 and Organic Chemistry Portal in 2016.