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Concise Total Synthesis of the Potent Translation and Cell Migration Inhibitor Lactimidomycin

✍ Scribed by Micoine, Kevin; Fürstner, Alois


Book ID
118021455
Publisher
American Chemical Society
Year
2010
Tongue
English
Weight
238 KB
Volume
132
Category
Article
ISSN
0002-7863

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Concise total synthesis of the prolyl en
✍ Timothy D Owens; Gian-Luca Araldi; Ruth F Nutt; J.Edward Semple 📂 Article 📅 2001 🏛 Elsevier Science 🌐 French ⚖ 98 KB

The Passerini reaction between suitably protected alaninal, leucine isonitrile, and ornithine components delivered adducts 10a,b in high yield. Orthogonal N-deprotection of 10a led, via a smooth O-to N-acyl migration, to 11, which constitutes the entire skeleton of the eurystatins. Subsequent deprot