李必杰 - 清华大学

个人简介

Education 2007 — 2012 Graduate student Department of Chemistry, Peking University Advisor: Prof. Zhang-Jie Shi Degree: Organic Chemistry, Ph.D. 2003 — 2007 Undergraduate student Department of Chemistry, Peking University Advisor: Prof. Zhang-Jie Shi Degree: Chemistry, B.S. Professional Experience 2015 — present Associate Professor Center of Basic Molecular Science (CBMS), Department of Chemistry, Tsinghua University 2012 — 2015 Postdoctoral Research Fellow Department of Chemistry, University of California-Berkeley Advisor: Prof. John F. Hartwig Honors and Awards 2020 国家自然科学基金委优秀青年科学基金 2019 中国化学会青年化学奖/Young Chemistry Award of Chinese Chemical Society 2017 Thieme Chemistry Journal Award 2015 海外高层次人才计划 2013 国家自然科学二等奖，第二完成人/National Award of Natural Science

研究领域

Metal-Catalyzed, Substrate-Directed Enantioselective Functionalization of Alkenes Catalytic asymmetric hydrofunctionalization of alkene enables efficient construction of chiral molecules from readily available starting materials. Asymmetric hydrofunctionalization of multiple substituted alkenes represents a significant challenge to organic chemists because this process involves the simutaneous control of regio-, diastereo-, and enantioselectivities. The key to solve this challenge is to identify novel catalyst systems to exert powerful regio- and stereo-control. Recently, by taking advantage of subsrate-directed strategy, we have developed a number of alkene functionalization methods with excellent regio-, diastereo-, and enantioselectivities. In particular, we focus on catalytic asymmetric hydroalkynylation and hydroboration of alkenes as model transformations to analyze the factors that control the selectivity.

近期论文

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Xin Sun§, Peng-Chao Gao§*, Yu-wen Sun and Bi-Jie Li*, Amide-Directed, Rhodium-Catalyzed Regio- and Enantioselective Hydroacylation of Internal Alkenes with Unfunctionalized Aldehydes. J. Am. Chem. Soc. 2023, , , . Wei Zhao, and Bi-Jie Li*, Directing Group Repositioning Strategy Enabled Site- and Enantioselective Addition of Heteroaromatic C–H Bonds to Acyclic Internal Alkenes. J. Am. Chem. Soc. 2023, 145, 12, 6861–6870. Wen-Wen Zhang, and Bi-Jie Li*, Enantioselective Hydrosilylation of β,β-Disubstituted Enamides to Construct α-Aminosilanes with Vicinal Stereocenters. Angew. Chem. Int. Ed. 2023, 62, e202214534. Wei Zhao, Hou-Xiang Lu, Wen-Wen Zhang and Bi-Jie Li*, Coordination Assistance: A Powerful Strategy for Metal-Catalyzed Regio- and Enantioselective Hydroalkynylation of Internal Alkenes. Acc. Chem. Res. 2023, 56, 3, 308–321. 陆候祥, 李必杰*, 过渡金属催化的内烯烃不对称硼氢化. 有机化学 2022, 42, 3167−3182. Xin Sun, En-Ze Lin, and Bi-Jie Li*, Iridium-Catalyzed Branch-Selectiveand Enantioselective Hydroalkenylation of α‑Olefins through C−H Cleavage of Enamides. J. Am. Chem. Soc. 2022, 144, 17351−17358. Wei Zhao, Ke-Zhi Chen, An-Zhen Li and Bi-Jie Li*, Remote Stereocenter through Amide-Directed, Rhodium-Catalyzed Enantioselective Hydroboration of Unactivated Internal Alkenes. J. Am. Chem. Soc. 2022, 144, 29, 13071–13078. Zi-Xuan Wang, Peng-Chao Gao, En-Ze Lin and Bi-Jie Li*, Stereodefined Skipped Dienes through Iridium-Catalyzed Formal Addition of Tertiary Allylic C−H Bonds to Alkynes. Angew. Chem. Int. Ed. 2022, 61, e202200075. Xin Sun, and Bi-Jie Li*, Acyclic Quaternary Carbon Stereocenters through Transition-Metal-Catalyzed Enantioselective Functionalization of Unsaturated Hydrocarbons. Synthesis, 2022, 54(09): , 2103-2118 Zi-Xuan Wang, and Bi-Jie Li*, Iridium-Catalyzed Regiodivergent and Enantioselective Hydroalkynylation of Unactivated 1,1-DisubstitutedAlkenes. Angew. Chem.Int. Ed., 2022, e202201099. Peng-Chao Gao, Zi-Xuan Wang, and Bi-Jie Li*, Hydroalkynylation of Internal Alkenes Directed by an Oxime. Org. Lett.. 2021, 23, 9500-9504. Wen-Wen Zhang, and Bi-Jie Li*, Iridium-catalyzed enantioselective hydroalkynylation via alkene isomerization. Tetrahedron Letters. 2021, 73, 153108. Su-Lei Zhang§, Wen-Wen Zhang§, and Bi-Jie Li*, Ir-Catalyzed Regio- and Enantioselective Hydroalkynylation of Trisubstituted Alkene to Access All-Carbon Quaternary Stereocenters. J. Am. Chem. Soc.. 2021, 143, 9639−9647. Tao-Tao Gao, Hou-Xiang Lu, Peng-Chao Gao, and Bi-Jie Li*, Enantioselective synthesis of tertiary boronic esters through catalytic asymmetric reversed hydroboration. NATURE COMMUNICATIONS. 2021, 12, 3776. Xin Sun, Xiao-Yan Bai,* An-Zhen Li, and Bi-Jie Li*, Iridium-Catalyzed Asymmetric Hydroalkenylation of Norbornene Derivatives. Organometallics. 2021, 40, 14, 2182-2187. Xin Sun, Wei Zhao, Bi-Jie Li*, Iridium-catalyzed, ligand-controlled directed alkynylation and alkenylation of arenes with terminal alkynes. Chem. Commun. 2020, 56, 1298-1301. Wen‐Wen Zhang, Su‐Lei Zhang, Bi‐Jie Li*, Highly Enantioselective Synthesis of Propargyl Amide with Vicinal Stereocenters through Ir-Catalyzed Hydroalkynylation. Angew. Chem. Int. Ed. 2020, 59, 6874. Bai, X. -Y.‡; Zhao, W.‡; Sun, X.; Li, B.-J.*, Rhodium-Catalyzed Regiodivergent and Enantioselective Hydroboration of Enamides. J. Am. Chem. Soc. 2019, 141, 19870-19878. Wang, Z. X.; Bai, X. Y.; Li, B.-J.*, Metal-Catalyzed Substrate-Directed Enantioselective Functionalization of Unactivated Alkenes. Chin. J. Chem. 2019, 37, 1174. Wang, Z.-X; Li, B.-J.*, Construction of Acyclic Quaternary Carbon Stereocenters by Catalytic Asymmetric Hydroalkynylation of Unactivated Alkenes. J. Am. Chem. Soc. 2019, 141, 9312. Gao, T.-T.; Zhang, W.-W.; Sun, X.; Lu, H.-X.; Li, B.-J.*,Stereodivergent Synthesis through Catalytic Asymmetric Reversed Hydroboration. J. Am. Chem. Soc. 2019, 141, 4670-4677. Chen, Y.; Wang, Z.-X.; Li, Q.*; Xu, L.-J.*; Li, B.-J.*, Iridium-catalysed conjugated alkynylation of α,β-unsaturated amide through alkene isomerization. Org. Chem. Front. 2018, 5, 1815. Wen‐Wen Zhang, Tao-Tao Gao, Li-Jin Xu*, Bi‐Jie Li*, Macrolactonization of Alkynyl Alcohol through Rh(I)/Yb(III) Catalysis. Org. Lett. 2018, 20, 6534. Wang, Z.-X.; Bai, X.-Y.; Li, B.-J.*, Recent Progress of Transition-Metal-Catalyzed Enantioselective Hydroalkynylation of Alkenes. Synlett 2017, 28, 509. Bai, X. -Y.; Zhang, W. -W.; Li, Q; Li, B. -J.*, Highly Enantioselective Synthesis of Propargyl Amides through Rh Catalyzed Asymmetric Hydroalkynylation of Enamides: Scope, Mechanism, and Origin of Selectivity. J. Am. Chem. Soc. 2018, 140, 506-514. Wang, Z.-X.; Bai, X.-Y.; Yao, H.-C.; Li, B.-J.*, Synthesis of Amides with Remote Stereocenters by Catalytic Asymmetric γ-Alkynylation of α,β-Unsaturated Amides. J. Am. Chem. Soc. 2016, 138, 14872. Bai, X. -Y.‡; Wang, Z. -X.‡; Li, B. -J.*, Iridium-Catalyzed Enantioselective Hydroalkynylation of Enamides for the Synthesis of Homopropargyl Amides. Angew. Chem. Int. Ed. 2016, 55, 9007-9011.