个人简介
Professional Experience
2019-present Professor of Chemistry, Xiamen University
2016-2019 Postdoctoral Fellow, California Institute of Technology Advisor: Prof. Gregory C. Fu
Education
2012-2016 Ph.D. in Organic Chemistry, Philipps-Universität Marburg Advisor: Prof. Eric Meggers
2005-2012 B.S. & M.S. in Chemistry, Xiamen University Advisor: Prof. Pei-Qiang Huang
Awards and Honors
2022 Thieme Chemistry Journals Award
2019 National High-Level Youth Talents Award
2017 Resnick Postdoctoral Fellowship in Sustainability Science, Caltech
2016 Ph.D. Degree with Highest Honors (summa cum laude), Philipps-Universität Marburg
2012 Outstanding MS Graduate, Xiamen University
2009 Outstanding Undergraduate, Xiamen University
研究领域
The Huo group is interested in using green and sustainable energy to promote chemical reactions, and aims to develop novel methodologies to address long-standing challenges in organic synthesis. We strive to provide modular building block approaches for the streamlined synthesis of high value-added molecules such as pharmaceutically relevant agents from feedstock materials and native functionalities. Our research is currently focused on visible-light-driven enantioselective radical C(sp3)–H functionalization. Specifically, we are directed at dual photoredox and transition metal-catalyzed enantioselective C(sp3)–H cross-coupling reactions.
In the design, visible-light photoredox catalysis is harnessed to selectively convert ubiquitous C(sp3)–H bonds into carbon-centered radicals through single-electron activation mode involving a HAT, PCET, or SET/deprotonation pathway. Chiral base metal catalysts (e.g., Ni-, Co-, and Fe-based chiral catalysts) are used to intercept the resultant radical species to construct carbon-carbon or carbon-heteroatom bonds with high levels of stereocontrol. A prominent feature of photoredox catalysis is the capacity to generate reactive radical species under mild conditions from native functional groups. The merger of photoredox catalysis with transition metal catalysis holds great potential to enable enantioselective C(sp3)–H functionalization without the need for organometallic reagents, exogenous directing groups, stochiometric oxidants, and high reaction temperatures that are commonly associated with transition-metal catalyzed C–H activation reactions, thereby providing orthogonal reactivitiy and selectivity to address the notoriously challenging C(sp3)–H functionalization.
近期论文
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Metallaphotoredox-Catalyzed Enantioselective Cross-Electrophile Coupling Using Alcohols as Reducing Agents.Li, Z.; Huan, L.; Li, J.; Shu, X.; Zhong, D.; Zhang, W.; Huo, H.*Angew. Chem. Int. Ed. 2023, e202305889.
Site- and enantioselective cross-coupling of saturated N-heterocycles with carboxylic acids by cooperative Ni/photoredox catalysis.Shu, X.; Zhong, D.; Huang, Q.; Huan, L.; Huo, H.* Nat. Commun. 2023, 14, 125.
Nucleophilic Radicals as Hydrogen Atom Abstractors in C(sp3)–H Functionalization Reactions.Li, T.; Li, J.; Huo, H.* Chin. J. Chem. 2023, 41, 544.
Modular Access to Chiral α-(Hetero)aryl Amines via Ni/Photoredox-Catalyzed Enantioselective Cross-Coupling.Shu, X.; Zhong, D.; Lin, Y.; Qin, X.; Huo, H.*J. Am. Chem. Soc. 2022, 144, 8797.
Photoinduced Nickel-Catalyzed Enantioselective Coupling Reactions.Li, Z.; Li, C.; Ding, Y.; Huo, H.* Coord. Chem. Rev. 2022, 460, 214479.
Stereodivergent Synthesis of Both Z- and E-Alkenes by Photoinduced, Ni-Catalyzed Enantioselective C(sp3)–H Alkenylation.Xu, J.; Li, Z.; Xu, Y.; Shu, X.; Huo, H.* ACS Catal. 2021, 11, 13567.
Enantioselective β-C(sp3)–H Arylation of Amides via Synergistic Nickel and Photoredox Catalysis.Zhang, W.; Shu, X.; Huan, L.; Cheng, B.; Huo, H.* Org. Biomol. Chem. 2021, 19, 9407.
Asymmetric Benzylic C(sp3)–H Acylation via Dual Nickel and Photoredox Catalysis.Huan, L.; Shu, X.; Zu, W.; Zhong, D.; Huo, H.* Nat. Commun. 2021, 12, 3536.
Direct Enantioselective C(sp3)–H Acylation for the Synthesis of α-Amino Ketones. Shu, X.; Huan, L.; Huang, Q.; Huo, H.* J. Am. Chem. Soc. 2020, 142, 19058.
Catalyst-Controlled Doubly Enantioconvergent Coupling of Racemic Alkyl Nucleophiles and Electrophiles.Huo, H.; Gorsline, B. J.; Fu, G. C.* Science 2020, 367, 559.
Enantioselective Addition of Alkyl Radicals to Alkenes via Visible-Light-Activated Photoredox Catalysis with a Chiral Rhodium Complex.Huo, H.; Harms, K.; Meggers, E.* J. Am. Chem. Soc. 2016, 138, 6936.
Enantioselective, Catalytic Trichloromethylation through Visible-Light-Activated Photoredox Catalysis with a Chiral Iridium Complex.Huo, H.; Wang, C.; Harms, K.; Meggers, E.* J. Am. Chem. Soc. 2015, 137, 9551.
Asymmetric Photoredox Transition-Metal Catalysis Activated by Visible Light.Huo, H.; Shen, X.; Wang, C.; Zhang, L.; Rose, P.; Chen, L. A.; Harms, K.; Marsch, M.; Hilt, G.; Meggers, E.*Nature 2014, 515, 100.
Asymmetric Catalysis with Substitutionally Labile yet Stereochemically Stable Chiral-at-Metal Iridium(III) Complex.Huo, H.; Fu, C.; Harms, K.; Meggers, E.* J. Am. Chem. Soc. 2014, 136, 2990.
Cooperative Photoredox and Asymmetric Catalysis Huo, H.; Meggers, E.* Chimia, 2016, 70, 186.
Visible-Light-Activated Enantioselective Perfluoroalkylation with a Chiral Iridium Photoredox Catalyst.Huo, H. ; Huang, X. ; Shen, X. ; Harms, K.; Meggers, E.* Synlett 2016, 27, 749.
Metal-Templated Enantioselective Enamine/H-Bonding Dual Activation Catalysis.Huo, H.; Fu, C.; Wang, C.; Harms, K.; Meggers, E.* Chem. Commun. 2014, 50, 10409.
Enantioselective Total Syntheses of (–)-FR901483 and (+)-8-epi-FR901483.Huo, H. H.; Xia, X. E.; Zhang, H. K.; Huang, P. Q.*J. Org. Chem. 2013, 78, 455.
A Formal Enantioselective Total Synthesis of FR901483.Huo, H. H.; Zhang, H. K.; Xia, X. E.; Huang, P. Q.* Org. Lett. 2012, 14, 4834.
Octahedral Chiral-at-Metal Iridium Catalysts: Versatile Chiral Lewis Acids for Asymmetric Conjugate Additions.Shen, X.; Huo, H.; Wang, C.; Zhang, B.; Harms, K.; Meggers, E.* Chem. Eur. J. 2015, 21, 9720.
Asymmetric Lewis Acid Catalysis Directed by Octahedral Rhodium Centrochirality. Wang, C.; Chen, L. A.; Huo, H.; Shen, X.; Harms, K.; Gong, L.; Meggers, E.* Chem. Sci. 2015, 6, 1094.
Merger of Visible Light Induced Oxidation and Enantioselective Alkylation with a Chiral Iridium Catalyst.Wang, C.; Zheng, Y.; Huo, H.; Rose, P.; Zhang, L.; Harms, K.; Hilt, G.; Meggers, E.* Chem. Eur. J. 2015, 21, 7355.
Progress on the Total Synthesis of Natural Products in China: From 2006 to 2010. Chen, J.; Wang, A. E.; Huo, H. H.; Huang, P. Q.* Sci. China Chem. 2012, 55, 1175.
Enantioselective Synthesis of the Diazatricyclic Core of Alkaloid TAN1251C via an Iodoaminocyclization Reaction.Zhang, H. K.; Lin, Z. J.; Huang, H. A.; Huo, H. H.; Huang, Y. J.; Ye, J. L.; Huang, P. Q.* Chin. J. Chem. 2010, 28, 1717.
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