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Synthesis 2025; 57(04): 722-731
DOI: 10.1055/a-2367-2244
DOI: 10.1055/a-2367-2244
short review
Recent Advances in the Synthesis of Bicyclo[3.1.1]heptanes
This research is supported by the National Natural Science Foundation of China (22171174), the Fundamental Research Funds for the Central Universities (GK202207015, GK202401008), the Natural Science Foundation of Shaanxi Province (2024JC-YBQN-0075), the China Postdoctoral Science Foundation (2023M732165), the Shaanxi Province Postdoctoral Science Foundation (2023BSHYDZZ107), and the Young Talent Fund of Association for Science and Technology in Shaanxi, China (20240606).
Abstract
In the past three years, bicyclo[3.1.1]heptanes and their structural analogues have emerged as useful bioisosteres of meta-substituted (hetero)arenes. To meet the increasing demand for bicyclo[3.1.1]heptanes, chemists have developed a plethora of novel methods for their synthesis. In this short review, we assess the research progress on their synthesis and functionalization, considering both the scope and mechanistic aspects. In addition, we discuss the posed challenges and the outlook for the identification of new reaction manifolds to access novel functionalized bicyclo[3.1.1]heptanes.
1 Introduction
2 Synthesis of Bicyclo[3.1.1]heptanes (BCHeps)
3 Synthesis of 3-Azabicyclo[3.1.1]heptanes (3-Aza-BCHeps)
4 Conclusion and Outlook
Key words
bicyclo[3.1.1]heptanes - 3-azabicyclo[3.1.1]heptanes - bioisosteres - [3.1.1]propellane - bicyclobutanes - cycloadditionPublication History
Received: 12 June 2024
Accepted after revision: 16 July 2024
Accepted Manuscript online:
16 July 2024
Article published online:
05 August 2024
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