A Novel Diastereoselective Synthesis of ( Z )-Fluoroalkenes via a Nozaki−Hiyama−Kishi-Type Reaction
✍ Scribed by Dutheuil, Guillaume; Lei, Xinsheng; Pannecoucke, Xavier; Quirion, Jean-Charles
- Book ID
- 126177312
- Publisher
- American Chemical Society
- Year
- 2005
- Tongue
- English
- Weight
- 100 KB
- Volume
- 70
- Category
- Article
- ISSN
- 0022-3263
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📜 SIMILAR VOLUMES
A total synthesis of LL-Z1640-2 (2), a potent and selective kinase inhibitor, has been completed. The key step of the convergent synthesis utilized a late-stage intramolecular Nozaki-Hiyama-Kishi (NHK) reaction to close the macrocycle at the C6 0 -C7 0 bond.
The phytotoxin herbarumin I, isolated from Phoma herbarum, was stereoselectively synthesized in 17 steps and 6% yield from L-arabinose featuring the intermolecular Nozaki-Hiyama-Kishi coupling and modified Yamaguchi macrolactonization as key steps.