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Total synthesis of UCS1025A
Tristan H Lambert1, Samuel J Danishefsky
1Laboratory for Bioorganic Chemistry, Sloan-Kettering Institute for Cancer Research, New York, New York 10021, USA.
Journal of the American Chemical Society
|January 13, 2006
Summary
The total synthesis of telomerase inhibitor UCS1025A was achieved. A key boron Reformatsky coupling reaction was employed for this enantioselective synthesis.
Area of Science:
- Organic Chemistry
- Medicinal Chemistry
Background:
- Telomerase is a key target for cancer therapy.
- UCS1025A is a potent telomerase inhibitor.
Purpose of the Study:
- To achieve the enantioselective total synthesis of UCS1025A.
Main Methods:
- Boron Reformatsky coupling reaction.
- Synthesis of iodolactone 13 and aldehyde 17.
Main Results:
- Successful enantioselective total synthesis of UCS1025A.
- Demonstration of a key boron Reformatsky coupling.
Conclusions:
- The synthesis provides a viable route to UCS1025A.
- The boron Reformatsky coupling is a powerful tool for complex molecule synthesis.
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