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Total synthesis of (+)-SCH 351448
Eun Joo Kang1, Eun Jin Cho, Young Eun Lee
1School of Chemistry and Molecular Engineering, Seoul National University, Seoul 151-747, Korea.
Journal of the American Chemical Society
|March 5, 2004
Summary
The total synthesis of SCH 351448 was achieved using ring-closing olefin metathesis. This method efficiently prepared the complex 28-membered macrodiolide structure.
Area of Science:
- Organic Chemistry
- Synthetic Chemistry
- Medicinal Chemistry
Background:
- SCH 351448 is a complex macrodiolide with potential biological activity.
- Efficient synthetic routes are crucial for accessing such molecules for further study.
Purpose of the Study:
- To achieve the total synthesis of SCH 351448.
- To develop a scalable and efficient synthetic strategy for macrodiolides.
Main Methods:
- The study employed a strategic application of the ring-closing olefin metathesis (RCM) reaction.
- Key steps involved the construction of the macrocyclic precursor amenable to RCM.
Main Results:
- Successful total synthesis of SCH 351448 was accomplished.
- The ring-closing olefin metathesis reaction proved effective for constructing the 28-membered macrodiolide ring system.
Conclusions:
- The developed synthetic route provides a viable method for producing SCH 351448.
- This synthesis highlights the utility of RCM in constructing complex macrocyclic natural products.