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Access to novel functionalized trifluoromethyl β-lactams by ring expansion of aziridines

✍ Scribed by Decamps, S.; Sevaille, L.; Ongeri, S.; Crousse, B.


Book ID
127360205
Publisher
Royal Society of Chemistry
Year
2014
Tongue
English
Weight
214 KB
Volume
12
Category
Article
ISSN
1477-0520

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From aziridines to carbapenems via a nov
✍ David Tanner; Peter Somfai 📂 Article 📅 1988 🏛 Elsevier Science 🌐 French ⚖ 431 KB

An enantioselective synthesis of the carbapenem antibiotic (+)-ps-5 is described. The starting point is the chiral Sharpless epoxyalcohol 2 which is transformed stereospecifically to the eziridine 6. Regioeelective ring-ope&ng of 6 by'LiEt Cu followed by RuQ oxidation yields the @-sulfonamide cat-bo