张延东 - 厦门大学 - 化学化工学院

个人简介

Undergraduate Study Followed his high school graduation, Yandong decided to pursue undergraduate studies in chemistry at Beijing Institute of Technology (BIT), where he studies different disciplines of chemistry. Among them, organic chemistry is always his favorite. In the last year of college Yandong joined professor Yingyan Jiang’s group at Institute of Chemistry, Chinese Academy of Sciences. He conducted research on asymmetric reduction of ketones with chiral rhodium catalysts, which resulted in an excellent bachelor thesis award. Graduate School In 1999, Yandong moved from south Zhong-guan-cun street (BIT) to north Zhong-guan-cun street where Peking University lies and started graduate study as a master student in Prof. Jiahua Chen’s group. During this period he devoted his attention to bioorganic study: immune-assay of Lysophosphatidic acid, which was considered as a diagnostic biomarker of early ovarian cancer. Upon graduation, he received a couple of offers from American universities for Ph.D. program. Due to cascade effect of September 11th disaster and SARS, his visa applications were rejected. As a reward of his scientific endeavors, he received Guanghua Scholarship. After two-year research assistant experience in Prof. Zhen Yang’s group in the same institution, Yandong began his Ph.D. studies with Prof. Yang at Peking University, where he spent four years working on the total synthesis of bioactive triterpenoids: Micrandialctone A and Schindilactone A. He developed an efficient route to make functionalized ABC tricyclic ring system within 14 steps, featuring the Lewis acid catalyzed intermolecular Diels-Alder reaction and enyne RCM process. He was also involved in the synthetic study toward the construction of FGH ring system and methodological study of thioureas mediated Co-catalyzed and Palladium catalyzed Pauson-Khand reaction. These scientific efforts resulted in several publications, a number of awards, including Du Pont fellowship and Roche Creative Chemistry Award. Postdoctoral Experience Then Yandong trained as a postdoctoral fellow in the laboratory of Prof. Samuel J. Danishefsky at Columbia University in the city of New York, where he completed the total synthesis of Aplykurodinone-1 and investigated the “trans-Diels-Alder” strategic approach to trans-fused ring systems. Meanwhile he also developed an intramolecular epoxidation reaction triggered by sulfoxide functionality. He was also involved in medicinal study with panaxytriol analogues. Independent Career Yandong started his independent career at Xiamen University in 2011 and was promoted to full professor in 2017. His group seeks to develop new key reaction oriented strategies for the total synthesis of a natural product family. By the combination of biosynthetic clues and Diverted Total Synthesis concept, we want to develop a couple of “general strategies” regarding the internal (biosynthetic) structure correlation of the natural products from a genus of plants (species).

研究领域

Our research will be focused on the development of stereoselective reactions with relevance to both natural products and medicinal chemistry, the development of new strategies for the synthesis of terpenoid natural and unnatural products, especially on the total synthesis of architecturally complex polycyclic natural products of biological significance, and the development of therapeutic anti-cancer/anti-HBV agent with natural products as lead compounds. The guiding philosophy for all these programs is that we will develop and/or use experimentally efficient, environmentally benign and economically viable reactions, consequently provide access to targets of structural and/or biological significance. 1. Total syntheses of alkaloids containing pyrrolidine rings via a traceless [3+2] cycloaddition 2. Total syntheses of neurotrophic illicium sesquiterpenes and related biochemical research 3. Total syntheses of natural products containing amino acids through a hydridization strategy 4. Total syntheses of halogenated marine natural products via C-H functionalizations

近期论文

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Lead Optimization of Butyrolactone I as an Orally Bioavailable Antiallergic Agent Targeting FcγRIIB Xie, C.-H.+; Xiao, H.-X.+; Song, P.-F.+; Liu, Q.-M.+; Wei, H.; Wu, L.; Zhu, G.-H.; Liu, G.-M.;* Zhang, Y.;* Wang, P.;* Yang, X.-W.*J. Med. Chem. 2024, 67, DOI:10.1021/acs.jmedchem.4c00354 Synthetic Studies toward Pseudolaric Acids: Radical Cyclization to Form Bridged Scaffold Niu, Y.+; Lin, M.+; Cui, H.; Shen, Y.;* Zhang, Y.*Chin. J. Chem. 2024, 42, 1699–1705. Divergent Total Syntheses of Illicium Sesquiterpenes through Late-Stage Skeletal Reorganization Fu, P.+; Liu, T.+; Shen, Y.+; Lei, X.; Xiao, T.; Chen, P.; Qiu, D.; Wang, Z.; Zhang, Y.*J. Am. Chem. Soc. 2023, 145, 18642–18648. Unexpected Pyridinyl Group-Mediated Metal-Free Wacker-Type Oxidation en Route to Pyrido[2,1-a]isoindol-5-ium Salts Shi, D.; Zeng, T.; Lei, X.; Wu, X.; Li, M.; Zhang, Y.*Synthesis. 2022, 54, DOI: 10.1055/a-1938-2521. Synthesis of Clionastatins A and B through Enhancement of Chlorination and Oxidation Levels of Testosterone Cui, H.+; Shen, Y.+; Wang, R.; Wei, H.; Lei, X.; Chen, Y.; Fu, P.; Wang, H.; Bi, R.; Zhang, Y.*Chin. J. Chem. 2022, 40, 2747–2755. Two-Stage Syntheses of Clionastatins A and B Cui, H.+; Shen Y.+; Chen, Y.; Wang, R.; Wei, H.; Fu, P.; Lei, X.; Wang, H.; Bi, R.; Zhang, Y.* J. Am. Chem. Soc. 2022, 144, 8938–8944. Total Synthesis of Stemarene and Betaerene Diterpenoids: Divergent Ring-Formation Strategy and Late-Stage C−H Functionalization Chen, R.+; Zhang, F.+; Hua, Y.+; Shi, D.; Lei, X.; Xiao, H.; Wang, Y.; Zhang, Y.* CCS Chem. 2022, 4, 987–995. Total Synthesis and Assignment of the Absolute Configuration of (+)-Omphalic Acid Chen, R.; Qiu, D.; Lei, X.; Niu, Y.; Hua, Y.; Peng, H.; Zeng, T.; Zhang, Y.* Org. Lett. 2021, 23, 6972–6976. Site-Specific Photochemical Desaturation Enables Divergent Syntheses of Illicium Sesquiterpenes Shen, Y.+; Li, L.+; Xiao, X.+; Yang, S.; Hua, Y.; Wang, Y.; Zhang, Y.-w.;* Zhang, Y.* J. Am. Chem. Soc. 2021, 143, 3256–3263. Divergent total syntheses of pseudoberberine and nitidine through C–H vinylation and switchable 6π electrocyclizations Jiang, X.+; Zeng, Z.+; Shi, D.; Liu, C.; Zhang, Y.* Tetrahedron Lett. 2021, 66, 152839. Merging C–H Vinylation with Switchable 6π-Electrocyclizations for Divergent Heterocycle Synthesis Jiang, X.+; Zeng, Z.+; Hua, Y.+; Xu, B.; Shen, Y.; Xiong, J.; Qiu, H.; Wu, Y.; Hu, T.;* Zhang, Y.* J. Am. Chem. Soc. 2020, 142, 15585–15594. Synthetic Studies towards Atkamine Zhang, F.; Niu, Y.; Hong, D.; Ye, Y.; Hua, Y.; Ding, S.; Zhang, Y.* Chin. Chem. Lett. 2021, 32, 668–671. Structure-Activity Relationship Study Enables the Discovery of a Novel Berberine Analogue as RXRα Activator to Inhibit Colon Cancer Xu, B.+; Jiang, X.+; Xiong, J.; Lan, J.; Tian, Y.; Zhong, L.; Wang, X.; Xu, N.; Cao, H.; Zhang, W.; Zhang, H.; Hong, X.; Zhan, Y.-y.;* Zhang, Y.;* Hu, T.* J. Med. Chem. 2020, 63, 5841–5855. Conformational design principles in total synthesis Chen, R.; Shen, Y.; Yang, S.; Zhang, Y.* Angew. Chem. Int. Ed. 2020, 59, 14198–14210. Recent progress in the total synthesis of marine brominated sesquiterpene aplydactone Chen, R.; Yang, S.; Zhang, Y.* Org. Biomol. Chem. 2020, 18, 1036–1045. Nesteretal A, A Novel Class of Cage-Like Polyketide from Marine-Derived Actinomycete Nesterenkonia halobia Xie, C.-L.; Chen, R.; Yang, S.; Xia, J.-M.; Zhang, G.-Y.; Chen, C.-H.; Zhang, Y.; Yang, X.-W.* Org. Lett. 2019, 21, 8174–8177. Domino enyne metathesis en route to skeletally diverse, privileged scaffolds: synthesis of the tricyclic core of pseudolaric acid F Lin, M.; Cui, H.; Hua, Y.; Zhang, Y.* Org. Chem. Front. 2019, 6, 2771–2774. Divergent total syntheses of five illudalane sesquiterpenes and assignment of the absolute configuration Zeng, Z.; Zhao Y.; Zhang, Y.* Chem. Commun. 2019, 55, 4250–4253. Asymmetric Total Synthesis of (+)-Majusculoic Acid via a Dimerization–Dedimerization Strategy and Absolute Configuration Assignment Chen, R.; Li, L.; Lin, N.; Zhou, R.; Hua, Y.; Deng, H.; Zhang, Y.* Org. Lett. 2018, 20, 1477–1480. Cycloaddition/annulation strategies for the construction of multisubstituted pyrrolidines and their applications in natural product synthesis Li, J.; Ye, Y.; Zhang, Y.* Org. Chem. Front. 2018, 5, 864–892. Enantioselective total synthesis of periconiasin A Zeng, Z.; Chen, C.; Zhang, Y.* Org. Chem. Front. 2018, 5, 838–840. Conformational Bias by a Removable Silyl Group: Construction of Bicyclo[n.3.1]alkenes by Ring Closing Metathesis Lin, M.; Cai, P.-J.; Zeng, Z.; Lin, N.; Shen, Y.; Tang, B.; Li, F.; Chen, C.; Yu, Z.-X.;* Zhang, Y.* Chem. Eur. J. 2018, 24, 2334–2338. Total Synthesis of Aplydactone by a Conformationally Controlled C−H Functionalization Liu, C.+; Chen, R.+; Shen, Y.; Liang, Z.; Hua, Y.; Zhang, Y.*+ These authors contributed equally to this work. Angew. Chem. Int. Ed. 2017, 56, 8187–8190. Synthesis of β-prolinols via [3+2] cycloaddition and one-pot programmed reduction: Valuable building blocks for polyheterocycles Li, J.; Lin, N.; Yu, L.; Zhang, Y.* Tetrahedron Lett. 2016, 57, 5777–5780. Synthetic Progress of Jiadifenolide Li, L.; Shen, Y.; Zhang, Y.* Chin. J. Org. Chem. 2016, 36, 439–446.