洪然 男 汉族 博导 上海有机化学研究所
Ran Hong, PI, CAS Key Laboratory
of Synthetic Chemistry of Natural Substances, Shanghai Institute of
Organic Chemistry, Chinese Academy of Sciences
Email: rhong@sioc.ac.cn
Telephone: +86-21-54925161
Mobile phone:
Address: 345 Lingling Road, Shanghai 200032, CHINA
Location: Science Bld.1–622/620/605/607 (office: 604)
Research Areas
Total synthesis of natural products, biomimetic synthesis, enzym catalysis, asymmetric synthesis
Education
Ph. D
Experience
Aug 2001 - Jun 2002 Postdoc Fellow, University of Houston (Prof. Jay K Kochi)
Sep 1996 - Jul 2001 Shanghai Institute of Organic Chemistry (Prof. Guo-Qiang Lin)
Sep 1992 - Jul 1996 Sichuan University (with honors, major: Physical Chemistry)
Work Experience
Teaching Experience
Teaching: "Asymmetric Synthesis" for SIOC Graduate Students (2010-)
Teaching Assistant to "Asymmetric Synthesis" for SIOC Graduate Students (2008, 2009)
Teaching Assistant to "Physical Chemistry" at Sichuan University (1996/3-5)
Honors & Distinctions
2008 Shanghai Young Investigator “Rising Star”
2010 CAS-100 Talented Young Investigator
2015 ACP Lectureship Award (Taiwan)
2016 ACP Lectureship Award (Japan)
2016 ACP Lectureship Award (Malaysia)
2017 ACP Lectureship Award (Sigapore)
2017 Excellent Research Advisor Award (ACS, Shanghai Chapter)
2017 Adamas-Beta Excellent Scientific Paper Award
2017 Wei-Shang Scholar Award for Creativity in Organic Synthesis
2018 Thieme Chemistry Journal Award
Publications
Representive publications (independent):
1. Kuan Zheng, Defeng Shen, and Ran Hong*, "Biomimetic Synthesis of Lankacidin Antibiotics" J. Am. Chem. Soc. 2017, 139, 12939‒12942.
2. Li Zhai, Xuechao Tian, Chao Wang, Qi Cui, Wenhua Li, Sha-Hua Huang*, Zhi-Xiang Yu*, and Ran Hong*, "Construction of Morphan Derivatives by Nitroso-Ene Cyclization: Mechanistic Insight and Total Synthesis of (±)-Kopsone" Angew. Chem., Int. Ed. 2017, 56, 11599‒11603.
3. Changmin Xie, Jisheng Luo, Yan Zhang, Lili Zhu, and Ran Hong*, "A Chiral Pentenolide-Based Unified Synthesis of Dihydrocorynantheal, Dihydrocorynantheol, Protoemetine, Protoemetinol, and Yohimbane" Org. Lett. 2017, 19, 3592‒3595.
4. Lin Yang, Zuming Lin, Sha-Hua Huang*, and Ran Hong*, "Stereodivergent Synthesis of Functionalized Tetrahydropyrans Accelerated by Mechanism-Based Allylboration and Bioinspired oxa-Michael Cyclization" Angew. Chem., Int. Ed. 2016, 55, 6280‒6284.
5. Hao Liu, Jing Yu, Xinyu Li, Rui Yan, Ji-Chang Xiao, and Ran Hong*, "Stereoselectivity in N-Iminium Ion Cyclization: Development of an Efficient Synthesis of (±)-Cephalotaxine" Org. Lett. 2015, 17, 4444‒4447.
6. Jie Ouyang, Rui Yan, Xianwei Mi, and Ran Hong*, "Enantioselective Total Synthesis of (−)-Hosieine A" Angew. Chem., Int. Ed. 2015, 54, 10940‒10943.
7. Lin Yang, Guoli He, Ruifeng Yin, Lili Zhu, Xiaoxia Wang, and Ran Hong*, "Synthesis of Polyketide Stereoarrays Enabled by A Traceless Oxonia–Cope Rearrangement" Angew. Chem., Int. Ed. 2014, 53, 11600‒116004.
8. Lili Zhu, Jisheng Luo, and Ran Hong*, "Total Synthesis of (±)-Cafestol: A Late-Stage Construction of the Furan Ring Inspired by A Biosynthesis Strategy" Org. Lett. 2014, 16, 2162‒2165.
9. Yan Wang, Kuan Zheng, and Ran Hong*, "Chiral Silver Phosphate-catalyzed Cycloisomeric Kinetic Resolution of α-Allenic Alcohols" J. Am. Chem. Soc. 2012, 134, 4096‒4099.
10. Yan Wang, Lili Zhu, Yuying Zhang, and Ran Hong*, "Bioinspired and Concise Synthesis of (±)-Stemoamide" Angew. Chem., Int. Ed. 2011, 50, 2787‒2790.
Papers
39. Guoli He, Yan Wang, Calvine Lai, Wenhua Li, and Ran Hong*, "Stereoselective construction of skipped polyol in polyketides enabled by oxonia-Cope rearrangement and iodolactonization: Enantioselective synthesis of (+)-yashabushitriol” Sci. China Chem. 2016, 59, 1197-1204. http://link.springer.com/article/10.1007/s11426-016-0073-3 38. Lin Yang, Zuming Lin, Sha-Hua Huang*, and Ran Hong*, "Stereodivergent Synthesis of Functionalized Tetrahydropyrans Accelerated by Mechanism-Based Allylboration and Bioinspired oxa-Michael Cyclization" Angew. Chem. Int. Ed. 2016, 55, 6280-6284. http://onlinelibrary.wiley.com/doi/10.1002/anie.201600558/full 37. Lumin Zhang, Lili Zhu, Jun Yang*, Jisheng Luo, and Ran Hong*, "Stereoselective alpha-Hydroxylation of Amides with Oppolzer's Sultam as Chiral Auxiliary" J. Org. Chem. 2016, 81, 3890-3900. http://pubs.acs.org/doi/abs/10.1021/acs.joc.6b00068 http://www.sciencedirect.com/science/article/pii/S004040391530513X Highlighted as "Hot off the press" (Nat. Prod. Rep. 2016, doi:10.1039/c6np90012g) 35. Sha-Hua Huang*, Xuechao Tian, Xianwei Mi, Yan Wang*, Ran Hong, "Nitroso-ene Cyclization Enabled Access To 1-Azaspiro[4.4]nonane and Its Application In a Modular Synthesis Toward (±)-Cephalotaxine" Tetrahedron Lett. 2015, 56, 6656-6658. DOI:10.1016/j.tetlet.2015.10.002 http://www.sciencedirect.com/science/article/pii/S0040403915301994 34. Hao Liu#, Jing Yu#, Xinyu Li, Rui Yan, Ji-Chang Xiao, and Ran Hong*, "Stereoselectivity in N-Iminium Ion Cyclization: Development of an Efficient Synthesis of (+/-)-Cephalotaxine" Org. Lett. 2015, 17, 4444-4447. DOI: 10.1021/acs.orglett.5b02106. (# These authors contributed equally to the work.) http://pubs.acs.org/doi/abs/10.1021/acs.orglett.5b02106?src=recsys 33. Jie Ouyang#, Rui Yan#, Xianwei Mi, and Ran Hong*, "Enantioselective Total Synthesis of (−)-Hosieine A" Angew. Chem. Int. Ed. 2015, 54, 10940-10943. DOI: 10.1002/anie.201505251. (#These authors contributed equally to the work.) http://onlinelibrary.wiley.com/doi/10.1002/anie.201505251/abstract http://journal.frontiersin.org/article/10.3389/fchem.2015.00032/abstract 31. Lili Zhu*, Sha-Hua Huang, Jing Yu, and Ran Hong*, "Constructive Innovation of Approaching Bicyclo[3.2.1]octane in ent-Kauranoids" (Digest paper) Tetrahedron Lett. 2015, 56, 23-31. doi:10.1016/j.tetlet.2014.11.035
http://www.sciencedirect.com/science/article/pii/S0040403914019170
30. Sha-Hua Huang*, Wenhua Li, Long Chen, Jian-He Xu, and Ran Hong*, "Chemoenzymatic Construction of Chiral Alkenyl Acetylenic Alcohol: A Key Building Block to Access Diastereoisomers of Polyacetylenes: " Bioresources and Bioprocessing 2015, 2, e10.
http://www.bioresourcesbioprocessing.com/content/2/1/10
29. Sha-Hua Huang*, Meng-Yuan Huang, Xueshun Jia, and Ran Hong, "Chemistry and Biology of Bakuchiol" Chin. J. Org. Chem. 2014, 34, 2412-2423.
http://sioc-journal.cn/Jwk_yjhx/CN/abstract/abstract344619.shtml
28. Lin Yang,# Guoli He,# Ruifeng Yin,# Lili Zhu, Xiaoxia Wang, and Ran Hong*, "Synthesis of Polyketide Stereoarrays Enabled by A Traceless Oxonia–Cope Rearrangement" Angew. Chem. Int. Ed. 2014, 53, 11600-116004. (#These authors contributed equally to the work.) DOI: 10.1002/anie.201407231.
http://onlinelibrary.wiley.com/doi/10.1002/anie.201407231/abstract
27. Meng-Yuan Huang, Long Chen, Ruoxi Li, Xueshun Jia*, and Ran Hong*, "Synthesis of rac-Bakuchiol via a Pot-Economy Approach" Chin. J. Chem. 2014, 32, 715-720. (Dedicated to Professors Lixin Dai and Chengye Yuan on the Occasion of Their 90th Birthdays.)
http://onlinelibrary.wiley.com/doi/10.1002/cjoc.201400160/pdf
26. Hua-Xing Huo, Jeremy R. Duvall, Meng-Yuan Huang, and Ran Hong*, "Catalytic Asymmetric Allylation of Carbonyl Compounds and Imines with Allyl Boronates" Org. Chem. Front. 2014, 1, 303-320. doi:10.1039/C3QO00081H.
http://pubs.rsc.org/en/content/articlelanding/2014/qo/c3qo00081h#!divAbstract 25. Lili Zhu,# Chisheng Loh,# and Ran Hong*, "Total Synthesis of (±)-Cafestol: A Late-Stage Construction of the Furan Ring Inspired by A Biosynthesis Strategy" Org. Lett. 2014, 16, 2162-2165. (#These authors contributed equally to the work.) (ACS Editor's Choice) Open Acess: http://pubs.acs.org/doi/full/10.1021/ol500623w 24. Changmin Xie,# Donghu Bai,# Sha-Hua Huang, Xueshun Jia*, and Ran Hong*, "Kinetic Resolution of Diols via Etherification Catalyzed by a Chiral Phosphoric Acid: Concise Synthesis of (+)-Sacidumlignan D" Asian J. Org. Chem. 2014, 3, 277-280. doi:10.1002/ajoc.201300250. (#These authors contributed equally to the work.) (Editor's Choice) http://onlinelibrary.wiley.com/doi/10.1002/ajoc.201300250/pdf 23. Huili Liu, Kuan Zheng, Xiang Lu, Xiaoxia Wang*, and Ran Hong*, "Study on Total Synthesis of Velbanamine: Chemoselective Dioxygenation of Alkenes with PIFA via a Stop-and-Flow Strategy" Beilstein J. Org. Chem. 2013, 9, 983-990 (Invited for the Thematic Issue on Natural Product Synthesis). http://www.beilstein-journals.org/bjoc/content/pdf/1860-5397-9-113.pdf 22. Donghu Bai, Sha-Hua Huang*, Zuming Lin, Lin Yang, Junzeng Dai, Meng-Yuan Huang, Xueshun Jia*, and Ran Hong*, "Aza-Belluš-Claisen Rearrangement-Enabled Synthesis of Racemic Tapentadol and Its Stereoisomers" Chin. J. Chem. 2013, 31, 317-320 (selected as the Cover Paper) (Dedicated to Professor Guo-Qiang Lin on the occasion of his 70th Birthday). 21. Lili Zhu and Ran Hong*, "Biomimetic Cationic Cyclization toward ent–Kaurene-type Diterpenoids" Chin. J. Chem. 2013, 31, 111-118 (Special Issue, Dedicated to the Memory of Professor Wei-Shan Zhou). 20. Ran Hong, "Biomimetic Organic Synthesis" in Advances in Chemistry (China, 1982-2012), Sciences Press: Beijing; 2012, pp. 153-155. 19. Yan Wang, Rob Hoen, and Ran Hong*, "Development of a Non-enzymatic Kinetic Resolution of α-Allenic Alcohols" Synlett 2012, 23, 2729-2734 (doi:10.1055/s-0032-1317566) (Synpacts). https://www.thieme-connect.com/ejournals/pdf/10.1055/s-0032-1317566.pdf 18. Xianwei Mi, Yan Wang, Lili Zhu, Ren-Xiao Wang, and Ran Hong*, "Enantioselective Synthesis of (-)-Stemoamide" Synthesis 2012, 44, 3432-3440 (doi:10.1055/s-0032-1317499) (Feature article). https://www.thieme-connect.com/ejournals/pdf/10.1055/s-0032-1317499.pdf 17. Sha-Hua Huang*, Huaxin Huo, Wenhua Li, and Ran Hong*, "Research Progress on Nitroso-ene Reaction" Chin. J. Org. Chem. 2012, 32, 1776-1791. 16. Yan Wang, Kuan Zheng, and Ran Hong*, "Chiral Silver Phosphate-catalyzed Cycloisomeric Kinetic Resolution of alpha-Allenic Alcohols" J. Am. Chem. Soc. 2012, 134, 4096-4099. (https://www.thieme-connect.com/ejournals/pdf/synfacts/doi/10.1055/s-0031-1291094.pdf) 15. He Zhang, Chang-Bing Zhou, Qing-Yun Chen, Ji-Chang Xiao*, and Ran Hong*, "Monofluorovinyl Tosylate: A Useful Building Block for the Synthesis of Terminal Vinyl Monofluorides via Suzuki-Miyaura Coupling" Org. Lett. 2011, 13, 560-563. (https://www.thieme-connect.com/ejournals/pdf/synfacts/doi/10.1055/s-0030-1259822.pdf and http://www.organic-chemistry.org/abstracts/lit3/158.shtm 14. Yan Wang, Lili Zhu, Yuying Zhang, and Ran Hong*, "Bioinspired and Concise Synthesis of (+/-)-Stemoamide" Angew. Chem. 2011, 123, 2839-2842; Angew. Chem., Int. Ed. 2011, 50, 2787-2790. (https://www.thieme-connect.com/ejournals/pdf/synfacts/doi/10.1055/s-0030-1260373.pdf) 13. Zhiyun Zhong, Ran Hong, and Xiaoxia Wang* "Construction of 3-Aryl-1,2,4-benzotriazines via Unprecedented Rearrangement of Bis(benzotrizaol-1-yl)methylarenes" Tetrahedron Lett. 2010, 51, 6763-6766. 12. Xinyu Li, Cheng Li, Wenjing Zhang, Shiqing Han, Xiang Lu, and Ran Hong* "Highly Stereoselective 7-Endo-Trig/Ring Contraction Cascade To Construct Pyrrolo[1,2-a]quinoline Derivatives" Org. Lett. 2010, 12, 1696-1699. 11. Cheng Li, Xinyu Li, and Ran Hong* “Synthetic Study on Tetrapetalones: Stereoselective Cyclization of N-acyliminium Ion To Construct Substituted 1-Benzazepines” Org. Lett. 2009, 11, 4036-4039. 10. Bingfeng Sun, Ran Hong, Yanbiao Kang, and Li Deng* “Asymmetric Total Synthesis of (-)-Plicatic Acid via a Highly Enantioselective and Diastereoselective Nucleophilic Epoxidation of Acyclic Trisubstitued Olefins” J. Am. Chem. Soc. 2009, 131, 10384-10385. 9. Yongqiang Wang, Jun Song, Ran Hong, Hongmin Li, and Li Deng* “Asymmetric Friedel-Crafts Reaction of Indoles with Imines by an Organic Catalyst” J. Am. Chem. Soc. 2006, 128, 8156-8157. 8. Fanghui Wu, Ran Hong, Jihan Khan, Xiaofeng Liu, and Li Deng* “Asymmetric Synthesis of Chiral Aldehydes by Conjugate Additions with Bifunctional Organocatalysis by Cinchona Alkaloids” Angew. Chem., Int. Ed. 2006, 45, 4301-4305. 7. Fanghui Wu, Hongmin Li, Ran Hong, and Li Deng* “Construction of Quaternary Stereocenters by Efficient and Practical Conjugate Additions to α,β-Unsaturated Ketones with a Chiral Organic Catalyst” Angew. Chem., Int. Ed. 2006, 45, 947-950. 6. Ran Hong, Yonggang Chen, and Li Deng* “Catalytic Enantioselective Total Syntheses of Bisorbicillinolide, Bisorbicillinol and Bisorbibutenolide” Angew. Chem., Int. Ed. 2005, 44, 3478-3481. 5. Shi-Kai Tian, Ran Hong, and Li Deng* “Catalytic Asymmetric Cyanosilylation of Ketones with Chiral Lewis Base” J. Am. Chem. Soc. 2003, 125, 9900-9901. 4. Jian-Guang Lei, Ran Hong, Shen-Gang Yuan, and Guo-Qiang Lin* “Nickel-catalyzed Tandem Reaction To Asymmetric Synthesis of Chiral Phthalides” Synlett 2002, 927-930. 3. Ran Hong, Rob Hoen, Jing Zhang, and Guo-Qiang Lin* “Nickel-catalyzed Ullmann-type Coupling Reaction to Prepare tetra-ortho-substituted Biaryls” Synlett 2001, 1527-1530. 2. Ran Hong, Jun Feng, Rob Hoen, and Guo-Qiang Lin* “Synthesis of (±)-3,3'-Bis(4-hydroxy-2H-benzopyran): A Literature Correction” Tetrahedron 2001, 57, 8685-8689. 1. Guo-Qiang Lin* and Ran Hong “A New Reagent System for Modified Ullmann-Type Coupling Reactions: NiCl2(PPh3)2/PPh3/Zn/NaH/Toluene” J. Org. Chem. 2001, 66, 2877-2880.
Research Interests
Students
已指导学生
张玉莹 硕士研究生 070303-有机化学
李程 博士研究生 070303-有机化学
朱莉莉 博士研究生 070303-有机化学
鲁翔 硕士研究生 070303-有机化学
王燕 博士研究生 070303-有机化学
霍华兴 博士研究生 070303-有机化学
罗济生 博士研究生 070303-有机化学
刘浩 博士研究生 070303-有机化学
和国力 硕士研究生 085216-化学工程
欧阳杰 博士研究生 070303-有机化学
郑宽 博士研究生 070303-有机化学
谢昌敏 博士研究生 070303-有机化学
米贤伟 博士研究生 070303-有机化学
严睿 博士研究生 070303-有机化学
杨林 博士研究生 070303-有机化学
王超 博士研究生 070303-有机化学
沈德风 博士研究生 070303-有机化学
翟丽 博士研究生 070303-有机化学
张岩 博士研究生 070303-有机化学
唐也 博士研究生 070303-有机化学
邵顺杰 博士研究生 070303-有机化学
现指导学生
张冰冰 博士研究生 070303-有机化学
阮朱伟 博士研究生 070303-有机化学
孔露瑶 博士研究生 070303-有机化学
杨晨 硕士研究生 070303-有机化学
刘祎辰 博士研究生 070303-有机化学
王凌永 博士研究生 070303-有机化学