Citation: Dengke Ma. Application of Integrating Fundamental Knowledge and Cutting-Edge Developments in the Teaching of Organic Synthesis: Taking the Asymmetric Meinwald Rearrangement as an Example[J]. University Chemistry, ;2026, 41(4): 67-74. doi: 10.12461/PKU.DXHX202502112 shu

Application of Integrating Fundamental Knowledge and Cutting-Edge Developments in the Teaching of Organic Synthesis: Taking the Asymmetric Meinwald Rearrangement as an Example

  • Corresponding author: Dengke Ma, madk@ccmu.edu.cn
  • Received Date: 24 February 2025
    Accepted Date: 7 April 2025

  • Organic synthesis serves as a pivotal foundational course for chemistry-related disciplines in higher education, characterized by its strong practical orientation. However, students frequently encounter challenges in comprehending, retaining, and applying the extensive array of knowledge points and reactions inherent in this subject. To address these pedagogical difficulties, this study proposes an innovative teaching model that effectively integrates fundamental principles with cutting-edge developments, using the asymmetric Meinwald rearrangement as a representative case. Through systematic exploration of this reaction's historical development, mechanistic insights, asymmetric transformations, and applications in natural product synthesis, the model establishes meaningful connections within textbook-based fundamental concepts and key reaction types, including oxidation-reduction and rearrangement processes. This integrative approach facilitates students' comprehension of knowledge frameworks, enabling them to develop more concrete and profound understanding of the subject matter, thereby enhancing both conceptual grasp and retention. Furthermore, the incorporation of ideological and political education elements fosters students' scientific curiosity and spirit of exploration, while simultaneously cultivating essential awareness of laboratory safety and environmental protection. This comprehensive pedagogical strategy contributes significantly to the development of high-caliber professionals equipped with steadfast political convictions, exemplary moral character, and robust professional competencies.
  • 加载中
    1. [1]

    2. [2]

      J. Meinwald, S.S. Labana, M.S. Chadha, J. Am. Chem. Soc. 1963, 85 (5), 582.

    3. [3]

      (a) Z. Wang, Comprehensive Organic Name Reactions and Reagents, Wiley: Hoboken, NJ, USA, 2010, pp. 1880-1882. (b) Y.L. Zhang, B.W. Hu, Y.S. Chen, Z. Wang, Chem. Eur. J. 2024, 30 (59), e202402469.

    4. [4]

      Y.-M. Shen, B. Wang, Y.A. Shi, Angew. Chem. Int. Ed. 2006, 45 (9), 1429.

    5. [5]

      (a) Y. Tu, Z.-X. Wang, Y.A. Shi, J. Am. Chem. Soc. 1996, 118 (40), 9806. (b) Z.-X. Wang, Y. Tu, M. Frohn, J.-R. Zhang, Y.A. Shi, J. Am. Chem. Soc. 1997, 119 (46), 11224.

    6. [6]

    7. [7]

      H. Wu, Q. Wang, J.P. Zhu, J. Am. Chem. Soc. 2019, 141 (29), 11372.

    8. [8]

      D.K. Ma, C.-B. Miao, J.W. Sun, J. Am. Chem. Soc. 2019, 141 (35), 13783.

    9. [9]

      (a) M. Rueping, A. Kuenkel, I. Atodiresei, Chem. Soc. Rev. 2011, 40 (9), 4539. (b) H. Wu, Y.-P. He, F. Shi, Synthesis 2015, 47 (14), 1990.

    10. [10]

      J.E. McMurry, M.P. Fleming, J. Am. Chem. Soc. 1974, 96 (14), 4708.

    11. [11]

      L.Y. Song, Q. Su, X. Lin, Z.H. Du, H.Y. Xu, M.-A. Ouyang, H.L. Yao, R.B. Tong, Org. Lett. 2020, 22 (8), 3004.

    12. [12]

      M. Alekseychuk, S. Adrian, R.C. Heinze, P.J. Heretsch, Am. Chem. Soc. 2022, 144 (26), 11574.

    13. [13]

      X.W. Long, J. Li, F. Gao, H. Wu, J.J. Deng, Am. Chem. Soc. 2022, 144 (36), 16292.

    14. [14]

      X.-T. An, X.-M. Ge, X.-Y. Liu, Y.-H. Yang, X.-H. Zhao, X.-Y. Ma, C. Peng, Y.-J. Fan, Y. Qin, C.-A. Fan, J. Am. Chem. Soc. 2023, 145 (16), 9233.

  • 加载中
    1. [1]

      Zhentong Zhu Peiyao Du Chaoqin Zeng Rui Zhou Xiaoyan He Bingzhang Lu Xiaoquan Lu . Discussion on Teaching Methods for Bilingual Courses in Instrumental Analysis for Chemistry Majors. University Chemistry, 2025, 40(10): 39-45. doi: 10.12461/PKU.DXHX202411014

    2. [2]

      Xu Long Shuan Zhang Qinghua Meng Xiaorong Li . Practice of Ideological and Political Education in Analytical Chemistry from the Perspective of New Medicine: Redox Titration. University Chemistry, 2025, 40(11): 108-114. doi: 10.12461/PKU.DXHX202412025

    3. [3]

      Fan Yang Yanhong Bai Pin Gao Xinhua Duan Yunchuan Xie . Exploration and Practice of Teaching Reform in Polymer Chemistry Experiment Course. University Chemistry, 2025, 40(10): 63-71. doi: 10.12461/PKU.DXHX202412013

    4. [4]

      Ruoyu Cao Jiaxin Chen Jiaen Hu Youting Zhai Jiacong Fu Lifen Hou Xuebin Yan Yanyang Li Kai Li Shuangquan Zang . Interactive Digital Experiment for Organic Synthesis: Designing Process and Case Presentation. University Chemistry, 2026, 41(1): 406-412. doi: 10.12461/PKU.DXHX202504022

    5. [5]

      Fengxiao Wang Zhiwei Miao Yaofeng Yuan . 有机磷化学与化学教学. University Chemistry, 2025, 40(8): 158-168. doi: 10.12461/PKU.DXHX202410077

    6. [6]

      Zhichang Xiao Xiaohui Li Ling Zhang Huimin Liu . Exploration of Ideological and Political Construction in University Foundation Course of Organic Chemistry. University Chemistry, 2024, 39(2): 314-320. doi: 10.3866/PKU.DXHX202308058

    7. [7]

      Biaolin Yin Yuanfu Deng Dongen Lin . Exploration and Practice of Integrating Ideological and Political Education and Innovative Thinking into “Organic Chemistry” Teaching. University Chemistry, 2024, 39(2): 286-291. doi: 10.3866/PKU.DXHX202308026

    8. [8]

      Xiaolei Jiang Fangdong Hu . Exploring the Mirror World in Organic Chemistry: the Teaching Design of “Enantiomers” from the Perspective of Curriculum and Ideological Education. University Chemistry, 2024, 39(10): 174-181. doi: 10.3866/PKU.DXHX202402052

    9. [9]

      Zhanming Zhang Can Zhu Juan Wang Yanghui Lin Mo Sun . Ideological and Political Cases in the Course of Organic Chemistry Experiment: Taking Caffeine Extraction from Tea Leaves Experiment as an Example. University Chemistry, 2025, 40(7): 34-41. doi: 10.12461/PKU.DXHX202409030

    10. [10]

      Shangwen Luo Jianguo Fang Yanlong Yang Shihui Dong . 化学生物学课程双语教学实践与探索. University Chemistry, 2025, 40(8): 124-129. doi: 10.12461/PKU.DXHX202410096

    11. [11]

      Renxiu Zhang Xin Zhao Yunfei Zhang . Application of Electrochemical Synthesis in the Teaching of Organic Chemistry. University Chemistry, 2025, 40(4): 174-180. doi: 10.12461/PKU.DXHX202406116

    12. [12]

      Feng Sha Xinyan Wu Ping Hu Wenqing Zhang Xiaoyang Luan Yunfei Ma . Design of Course Ideology and Politics for the Comprehensive Organic Synthesis Experiment of Benzocaine. University Chemistry, 2024, 39(2): 110-115. doi: 10.3866/PKU.DXHX202307082

    13. [13]

      Liqiang Huang Peng Lin . 数-图分析法解释仪器分析实验课程教学中的难点. University Chemistry, 2025, 40(6): 353-359. doi: 10.12461/PKU.DXHX202407074

    14. [14]

      Yehong Zhou Li Wang Shaomin Shuang . Pedagogical Practice and Challenges of Teaching Chemistry Courses in English for Postgraduate Students in the Context of Internationalized Education. University Chemistry, 2025, 40(9): 368-374. doi: 10.12461/PKU.DXHX202410084

    15. [15]

      Dawei Zhang Yuqian Zhao Mingyu Jiao Yan Wang . Cultivation of Students’ Critical Thinking in the Practice of Ideological and Political in Organic Chemistry Courses: Taking the Discrimination and Analysis of Chemical Rumors as Examples. University Chemistry, 2025, 40(4): 181-188. doi: 10.12461/PKU.DXHX202405211

    16. [16]

      Hua Hou Baoshan Wang . Course Ideology and Politics Education in Theoretical and Computational Chemistry. University Chemistry, 2024, 39(2): 307-313. doi: 10.3866/PKU.DXHX202309045

    17. [17]

      Yuanzhe Gao Mengtong Zhang Li Ma . Construction and Application of an Ideological and Political Education Case Library for Inorganic Chemistry Curriculum Based on Knowledge Graph Technology: Taking the Basic Knowledge and Fundamental Theories of Inorganic Chemistry as an Illustration. University Chemistry, 2026, 41(4): 15-22. doi: 10.12461/PKU.DXHX202505077

    18. [18]

      Weihua Jiang Yongsheng Zhou Qiaoqiao Teng . Progressive Teaching Model in the Practice and Exploration of Ideological and Political Education in Laboratory Courses: Taking the Organic Chemistry Experiment “Synthesis of Aspirin” as an Example. University Chemistry, 2024, 39(2): 99-104. doi: 10.3866/PKU.DXHX202306028

    19. [19]

      Hongxia Yan Weixu Feng Junyan Yao Wei Tian Rui Wang . Illuminating the Teaching of Science and Engineering Graduate Courses with “Curriculum Ideology and Politics”. University Chemistry, 2024, 39(6): 122-127. doi: 10.3866/PKU.DXHX202310059

    20. [20]

      Zi Wang Zhihua Peng Longli Zhang Linhua Song Da Yang Cuiyu Jiang . Exploration and Practice of Ideological and Political Education in Organic Chemistry Curriculum Integrated with Petroleum Industry Characteristics. University Chemistry, 2026, 41(4): 104-111. doi: 10.12461/PKU.DXHX202502086

Metrics
  • PDF Downloads(0)
  • Abstract views(189)
  • HTML views(32)

通讯作者: 陈斌, bchen63@163.com
  • 1. 

    沈阳化工大学材料科学与工程学院 沈阳 110142

  1. 本站搜索
  2. 百度学术搜索
  3. 万方数据库搜索
  4. CNKI搜索
Address:Zhongguancun North First Street 2,100190 Beijing, PR China Tel: +86-010-82449177-888
Powered By info@rhhz.net

/

DownLoad:  Full-Size Img  PowerPoint
Return