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徐森苗 |
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个人资料
教育经历2000.09-2004.07 浙江大学,本科 2004.09-2009.07 上海有机化学研究所,博士 (导师:丁奎岭 院士) 2009.09-2010.09 京都大学,博士后 (合作导师,Keji Maruoka 教授) 2010.10-2013.09 俄勒冈大学,博士后(合作导师:Shih-Yuan Liu 教授) 2013.09-2015.02 波士顿学院,博士后(合作导师:Shih-Yuan Liu 教授) 工作经历2025.02-至今 华东师范大学化学与分子工程学院,教授 2015.03-2025.01 兰州化学物理研究所,研究员 个人简介2004年7月获浙江大学学士学位;2009年7月获中国科学院上海有机所博士学位(导师:丁奎岭研究员);先后在日本京都大学(2009年9月-2010年9月,导师:Keiji Maruoka 教授)、美国俄勒冈大学(2010年10月-2013年9月,导师:Shih-Yuan Liu教授)和美国波士顿学院(2013年9月-2015年2月,导师:Shih-Yuan Liu教授)从事博士后研究;2015年3月至2025年1月在中国科学院兰州化学物理研究所工作,任研究员。2025年2月加入华东师范大学化学与分子工程学院,任教授。 社会兼职《有机化学》、《化学快报》、《绿色催化与合成》青年编委 研究方向过渡金属催化在过去的几十年中已经深刻改变了合成化学,并将继续提供可持续的和原子与步骤经济的化学转化。 虽然这一领域已经取得了很多进展,但对于未活化碳氢化合物的的化学、区域和立体选择性官能化仍然存在很大的挑战。 为此,我们小组将开发新的策略和新的配体为基础,开展碳氢化合物的高效和选择性硼化。具体分为以下四个部分: 1)新型手性配体的设计与合成; 2)配体促进的非活化烯烃的化学、区域和立体选择性官能团化反应; 3)配体促进的碳氢键的化学、区域和立体选择性官能团化反应; 4)新的合成方法在交叉学科中的应用。 招生与培养开授课程无机化学实验、有机化学实验 科研项目1. 海外高层次青年人才计划 (2016-2019,负责人) 2. 国家自然科学基金委面上项目,新型膦硼烷配体的设计、合成及其在不饱和烃类化合物的新型选择性反应中的应用和性能研究(2016.01-2019.12,负责人) 3. 国家自然科学基金委重大研究计划培育项目,新型手性双齿硼基配体的合成及其在不对称碳氢键硼化反应中的应用研究 (2020.01-2022.12,负责人) 4. 国家自然科学基金委重大研究计划集成项目,不对称碳-氢键反应研究(2023.01-2025.12,参与人) 5. 科技部重点研发计划,烃类的不对称转化(2023.01-2027.12,参与人) 6. 国家自然科学基金委重点项目,新型含硼手性催化剂的创制及其催化性能研究 (2024.01-2028.12,参与人) 学术成果独立工作: 55. Gao, Q.; Li, Y.; Chen, L.; Xie, L.-J.; Shao, X.; Ke, Z.*; Xu, S.* Enantioselective α-C(sp3)-H Borylation of Masked Primary Alcohols Enabled by Iridium Catalysis. J. Am. Chem. Soc. 2025, 147, 88-95. 54. He, M.; Xie, L.-J.; Chen, L.; Xu, S.* Diastereodivergent Parallel Kinetic Resolution of Racemic 2-Substituted Pyrrolidines via Iridium-Catalyzed C(sp3)–H Borylation. ACS Catal. 2024, 14,18701-18107. 53. Wang, B.-L.; Zhao, H.; Wang, X.-W.*; Xu, S.* Merging Ring-Opening 1,2-Metallate Shift with Asymmetric C(sp3)-H Borylation of Aziridines. J. Am. Chem. Soc. 2024, 146, 18879-18885. 52. Xie, L.; Chen, L.*; Xu, S.* Benzothiazole-Directed Enantioselective Borylation of Secondary Benzylic C-H Bonds Using Iridium Catalysis. Synthesis 2024, 56, 2638-2647. [Invited paper] 51. Du, R.; Xu, S.* Enantio-Divergent C-H Borylation with Two Different Ligands from a Single Chiral Source. Sci. China Chem. 2025, 68, 226-232. 50. Yang, Y.; Chen. J.; Shi, Y.; Feng, Y.; Peng, Q.;* Xu, S.* Catalytic Enantioselective Primary C–H Borylation for Acyclic All-carbon Quaternary Stereocenters. J. Am. Chem. Soc. 2024, 146, 1635-1643. 49. Zhao, H.; Zhao, C.-Y.; Chen, L.; Xia, C.;* Hong, X.;* Xu, S.* Aryl Chloride-Directed Enantioselective C(sp2)-H Borylation Enabled by Iridium Catalysis. J. Am. Chem. Soc. 2023, 145, 25214-25221. 48. Xu, S.* Palladium-Catalyzed Enantioselective Isodesmic C-H Iodination. Chin. J. Org. Chem. 2023, 43, 3325-3327. [Invited Highlight] 47. Chen, L.; Xu, S.* Ligand-Enabled Regio- and/or Stereoselective Hydroboration of Alkenes. Synlett 2023, 34, 2103-2108. [Inivited Review for Special Issue on Modern Boron Chemistry: 60 years of the Matteson Reaction] 46. Jing, K.; Chen, L.; Zhang, P.;* Xu, S.* Iridium-Catalyzed Site- and Enantioselective C(sp2)-H Borylation of Benzhydryl Ethers: Enantioselectivity Amplification by Kinetic Resolution Relay. Chin. J. Chem. 2023, 41, 2119-2124. 45. Xiao, X.; Xu, K.; Gao, Z.-H.; Zhu, Z.-H.; Ye, C.; Zhao, B.;* Luo, S.;* Ye, S.;* Zhou, Y.-G.;* Xu, S.;* Zhu, S.-F.;* Bao, H.;* Sun, W.;* Wang, X.;* Ding, K.* Biomimetic Asymmetric Catalysis. Sci. China Chem. 2023, 66, 1553-1633. 44. Jing, K.; Zhang, P.;* Xu, S.* Applications of 1,4-Azaborines in Organo- and Transition Metal Catalysis. Chin. J. Org. Chem. 2023, 43, 1742-1750. [Inivited Review for the Special Issue of Boron Chemistry] 43. Xie, T.; Chen, L.; Shen, Z.;* Xu, S.* Simple Ether-Directed Enantioselective C(sp3)-H Borylation of Cyclopropanes Enabled by Iridium Catalysis. Angew. Chem. Int. Ed. 2023, 62, e202300199. 42. Zhao, H.; Chen, L.; Xia, C.;* Xu, S.* Enantioselective C-H Borylation for the Synthesis of Axially Chiral N-Aryl phthalimides. Asian J. Org. Chem. 2023, e202200695. [Invited Paper][VIP paper] 41. Gao, Q.; Xu, S.* Site- and Stereoselective C(sp3)-H Borylation of Strained (Hetero)Cycloalkanols Enabled by Iridium Catalysis. Angew. Chem. Int. Ed. 2023, 62, e202218025. [Hot Paper] 40. Song, S.; Zhou, X.; Ke, Z.;* Xu, S.* Synthesis of Chiral Sulfoximines via Iridium-Catalyzed Regio-and Enantioselective C-H Borylation: A Remarkable Sidearm Effect of Ligand. Angew. Chem. Int. Ed. 2023, 62, e202217130. [Hot Paper] 39. Song, S.; Xu, S.* Recent Progress in Selective C-F Bond Activation of Trifluoromethyl Alkenes. Chin. J. Org. Chem. 2023, 43, 411-425. [invited review] 38. Shi, Y.; Yang, Y.; Xu, S.* Iridium-Catalyzed Enantioselective C(sp3)-H Borylation of Aminocyclopropanes. Angew. Chem. Int. Ed. 2022, 61, e202201463. [Hot Paper] 37. Zou, X.; Li, Y.; Ke, Z.*; Xu, S.* Chiral Bidentate Boryl Ligand Enabled Iridium-Catalyzed Enantioselective Dual C-H Borylation of Ferrocenes: Reaction Development and Mechanistic Insights. ACS Catal. 2022, 12, 1830-1840. 36. Liu, W.; Shen, Z.*; Xu, S.* Synthesis of 1,1-Diboron Alkanes via Diborylation of Unactivated Primary C(sp3)-H Bonds Enabled by AsPh3/Iridium Catalysis. Chin. J. Org. Chem. 2022, 42, 1101-1110. 35. Song, S.; Li, Y.; Ke, Z.;* Xu, S.* Iridium-Catalyzed Enantioselective C-H Borylation of Diarylphosphinates. ACS Catal. 2021, 11, 13445-13451. 34. Zou, X.; Xu, S.* Recent Progress in Iridium-Catalyzed Remote Regioselective C-H Borylation of (Hetero)Arenes. Chin. J. Org. Chem. 2021, 41, 2610-2620. [invited review] 33. Yang, Y.; Xu, S.* A Versatile Enantioselective Catalytic Cyclopropanation-Rearrangement Approach to the Divergent Construction of Chiral Spiroaminals and Fused Bicyclic Acetals. Chin. J. Org. Chem. 2020, 40, 4380-4381. [Invited Highlight] 32. Pan, Z.; Liu, L.; Xu, S.*; Shen, Z.* Ligand-Free Iridium-Catalyzed Regioselective C-H Borylation of Indoles. RSC Adv. 2021, 11, 5487-5490 31. Liu, L.; Du, R.; Xu, S.* Ligand-free Iridium-Catalyzed Borylation of Secondary Benzylic C-H Bonds. Chin. J. Org. Chem. 2021, 41, 1572-1581. 30. Du, R.; Liu, L.; Xu, S.* Iridium-Catalyzed Regio- and Enantioselective Borylation of Unbiased Methylene C(sp3)-H Bonds at the Position Beta to a Nitrogen Center. Angew. Chem. Int. Ed. 2021, 60, 5843-5847. 29. Yang, Y.; Chen, L.;Xu, S.* Iridium-Catalyzed Enantioselective Unbiased Methylene C(sp3)-H Borylation of Acyclic Amides. Angew. Chem. Int. Ed. 2021, 60, 3524-3528.[Hot Paper] 28. Chen, L.; Yang, Y.; Liu, L.; Gao, Q.; Xu, S.* Iridium-Catalyzed Enantioselective α-C(sp3)-H Borylation of Azacycles. J. Am. Chem. Soc. 2020, 142,12062-12068. 27. Chen, X.; Chen, L.; Zhao, H.; Gao, Q.; Shen, Z.; Xu, S. Iridium-Catalyzed Enantioselective C(sp3)-H Borylation of Cyclobutanes. Chin. J. Chem. 2020, 38, 1533-1537. 26. Zhao, H.; Gao Q.; Zhang, Y.; Zhang, P; Xu. S. Iridium-Catalyzed γ-Selective Hydroboration of γ-Substituted Allylic Amides. Org. Lett. 2020, 22, 2861-2866. 25. Shen, J.-J.; Gao Q.; Wang G.; Tong, M.; Chen L.; Xu. S. Cu‐NHC‐Catalyzed Enantioselective Conjugate Silyl addition to Indol‐1‐ylacrylate Derivatives. ChemistySelect 2019, 4, 11358-11361. 24. Shi, Y.; Gao, Q., Xu, S. Iridium-Catalyzed Asymmetric C-H Borylation Enabled by Chiral Bidentate Boryl Ligands. Synlett 2019, 30, 2107-2112. 23. Shi, Y.; Gao, Q., Xu, S. Chiral Bidentate Boryl Ligand Enabled Iridium-Catalyzed Enantioselective C(sp3)-H Borylation of Cyclopropanes. J. Am. Chem. Soc. 2019, 141, 10599-10604. 22. Wang, G.; Liang, X.; Chen, L.; Gao, Q.; Wang, J.-G.; Zhang, P.; Peng, Q.; Xu, S. Iridium-Catalyzed Distal Hydroboration of Aliphatic Internal Alkenes. Angew. Chem., Int. Ed. 2019, 58, 8187-8191.
21. Zhang, Y.; Tong, M.; Gao, Q.; Zhang, P.; Xu, S. NHC-Copper-Catalyzed Asymmetric Conjugate Silylation to Acess of Chiral α-Aminosilanes. Tetrahedron Lett. 2019, 60, 1210-1212. 20. Zou, X.; Zhao, H.; Li, Y.; Gao, Q.; Ke, Z.; Xu, S. Chiral Bidentate Boryl Ligand Enabled Iridium-Catalyzed Asymmetric C(sp2)-H Borylation of Diarylmethylamines. J. Am. Chem. Soc. 2019, 141, 5334-5342. 19. Yang, Y.; Gao, Q.; Xu, S. Ligand-Free Iridium-Catalyzed Dehydrogenative ortho C−H Borylation of Benzyl-2-Pyridines at Room Temperature. Adv. Synth. Catal. 2019, 361, 858-862. 18. Shi, Y.; Gao, Q.; Xu, S. NHC-Copper-Catalyzed Asymmetric Dearomative Silylation of Indoles. J. Org. Chem. 2018, 83, 14758-14767. 17. Chen, L.; Shen, J.-J.; Gao, Q.; Xu, S. Synthesis of cyclic chiral α-amino boronates by copper-catalyzed asymmetric dearomative borylation of indoles. Chem. Sci. 2018, 9, 5855-5859. 16. Gao, Q.; Xu, S. Palladium-catalyzed synthesis of fluoreones from bis(2-bromophenyl)methanols. Org. Biomol. Chem. 2018, 16 , 208-212. 15. Chen, L.; Zou, X.; Zhao, H.; Xu, S. Copper-Catalyzed Asymmetric Protoboration of β-Amidoacrylonitriles and β-Amidoacrylate Esters: An Efficient Approach to Functionalized Chiralα-Amino Boronate Esters. Org. Lett. 2017, 19, 3676-3679. 14. Zhao, H.; Tong, M.; Wang, H.; Xu, S. Transition-metal-free synthesis of 1,1-diboronate esters with a fully substituted benzylic center via diborylation of lithiated carbamates. Org. Biomol. Chem. 2017, 15, 3418-3422. 独立之前工作: 13. Zhang, Y.; Wang, Z.; Wu,Lamine, W.; Xu, S.; Li, B.; Chrostowska, A.; Miqueu, K.; Liu, S.-Y. "Mechanism of Pd/Senphos-Catalyzed trans-Hydroboration of 1,3-Enynes: Experimental and Computational Evidence in Support of the Unusual Outer-Sphere Oxidative Addition Pathway. J. Org. Chem. 2023, 88, 2415-2424. 12. Xu, S.; Zhang, Y.; Li, B.; Liu, S.-Y. Site- and Stereo-selective trans-Hydroboration of 1,3-Enynes Catalyzed by 1,4-Azaborine-Based Phosphine-Pd Complex. J. Am. Chem. Soc. 2016, 138, 14566-14569. 11. Saif, M.; Widom, J. R.; Xu, S.; Abbey, E. R.; Liu, S.-Y.; Marcus, A. H. Electric Dipole Transition Moments and Solvent-Dependent Interactions of Fluorescent Boron-Nitrogen Substituted Indole Derivatives. J. Phys. Chem. B 2015, 119, 7985-7993. 10. Chrostowska, A.; Xu, S.; Maziere, A.; Boknevitz, K.; Li, B.; Abbey, E. R.; Dargelos, A.; Graciaa, A.; Liu, S.-Y. UV-Photoelectron Spectroscopy of BN Indoles: Experimental and Computational Electronic Structure Analysis. J. Am. Chem. Soc. 2014, 136, 11813-11820. 9. Xu, S.; Haeffner, F.; Li, B.; Zakharov, L. N.; Liu, S.-Y. Monobenzofused 1,4-Azaborines: Synthesis, Characterization, and Discovery of a Unique Coordination Mode. Angew. Chem. Int. Ed. 2014, 53, 6795-6799. 8. Xu, S.; Mikulas, T. C.; Zakharov, L. N.; Dixon, D. A.; Liu, S.-Y. Boron-Substituted 1,3-Dihydro-1,3-azaborines: Synthesis, Structure, and Evaluation of Aromaticity. Angew. Chem. Int. Ed. 2013, 52, 7527-7531. 7. Chrostowska, A.; Xu, S.; Lamm, A. N.; Maziere, A.; Weber, C. D.; Dargelos, A.; Baylere, P.; Graciaa, A.; Liu, S.-Y. UV-Photoelectron Spectroscopy of 1,2- and 1,3-Azaborines: A Combined Experimental and Computational Electronic Structure Analysis. J. Am. Chem. Soc. 2012, 134, 10279-10285. 6. Xu, S.; Zakharov, L. N.; Liu, S.-Y., A 1,3-Dihydro-1,3-azaborine Debuts. J. Am. Chem. Soc. 2011, 133, 20152-20155. 5. Moteki, S. A.; Xu, S.; Arimitsu, S.; Maruoka, K. Design of Structurally Rigid trans-Diamine-Based Tf-Amide Organocatalysts with a Dihydroanthracene Framework for Asymmetric Conjugate Additions of Heterosubstituted Aldehydes to Vinyl Sulfones. J. Am. Chem. Soc. 2010, 132, 17074-17076. 4. Xu, S.; Wang, Z.; Zhang, X.; Ding, K. Charge-transfer effect on chiral phosphoric acid catalyzed asymmetric Baeyer-Villiger oxidation of 3-substituted cyclobutanones using 30% aqueous H2O2 as the oxidant. Chin. J. Chem. 2010, 28, 1731-1735. 3. Xu, S.; Wang, Z.; Zhang, X.; Ding, K. Asymmetric Baeyer-Villiger Oxidation of 2,3- and 2,3,4-Substituted Cyclobutanones Catalyzed by Chiral Phosphoric Acids with Aqueous H2O2 as the Oxidant. Eur. J. Org. Chem. 2011, 10-116. 2. Xu, S.; Wang, Z.; Li, Y.; Zhang, X.; Wang, H.; Ding, K. Mechanistic investigation of chiral phosphoric acid catalyzed asymmetric Baeyer-Villiger reaction of 3-substituted cyclobutanones with H2O2 as the oxidant. Chem. - Eur. J. 2010, 16 , 3021-3035. 1. Xu, S.; Wang, Z.; Zhang, X.; Zhang, X.; Ding, K. Chiral Bronsted acid catalyzed asymmetric Baeyer-Villiger reaction of 3-substituted cyclobutanones by using aqueous H2O2. Angew. Chem., Int. Ed. 2008, 47, 2840-2843. 荣誉及奖励2008 3rd Roche Creative Chemistry Award (Roche Shanghai R&D) 2016 海外高层次人才青年项目 2020 Thieme Chemistry Journals Award 2021 JSPS Invitational Fellowships |