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Published on: August 22, 2018
2-Azabicyclo[3.2.1]octane scaffold: synthesis and applications.
Mariana Crespo Monteiro1, João Rafael Vale1, Filipa Siopa1
1Research Institute for Medicines (iMed.ULisboa), Faculty of Pharmacy, Universidade de Lisboa, Av. Professor Gama Pinto, 1649-003, Lisbon, Portugal. filipasiopa@ff.ulisboa.pt.
This review covers synthetic methods for 2-azabicyclo[3.2.1]octanes, important nitrogen heterocycles in drug discovery. It highlights their use as synthetic intermediates in complex molecule synthesis.
Area of Science:
- Organic Chemistry
- Medicinal Chemistry
- Synthetic Chemistry
Background:
- 2-Azabicyclo[3.2.1]octanes are nitrogen-containing heterocyclic compounds.
- These scaffolds possess significant potential in drug discovery and development.
- Their unique structural features can present synthetic challenges.
Purpose of the Study:
- To summarize existing synthetic strategies for accessing the 2-azabicyclo[3.2.1]octane core.
- To highlight the application of this scaffold in the total synthesis of complex target molecules.
- To provide a comprehensive overview for researchers in synthetic and medicinal chemistry.
Main Methods:
- Literature review of synthetic methodologies.
- Analysis of total synthesis reports featuring the 2-azabicyclo[3.2.1]octane scaffold.
- Categorization of synthetic approaches based on key transformations.
Main Results:
- Compilation of diverse synthetic routes to 2-azabicyclo[3.2.1]octanes.
- Demonstration of the scaffold's utility in constructing various natural products and drug candidates.
- Identification of efficient and novel synthetic pathways.
Conclusions:
- The 2-azabicyclo[3.2.1]octane core is a valuable building block in organic synthesis.
- Continued development of synthetic methods will facilitate its broader application in drug discovery.
- This review serves as a valuable resource for chemists seeking to synthesize or utilize this important heterocyclic system.
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