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Preparation of (3S,4S)-1-Benzhydryl-3-[(5R)-1′-hydroxyethyl]-4-acyl-2-azetidinones from (2R,3R)-Epoxybutyramide Precursors

✍ Scribed by Bo-Liang Deng; Marc Demillequand; Mathieu Laurent; Roland Touillaux; Marc Belmans; Luc Kemps; Marcel Cérésiat; Jacqueline Marchand-Brynaert


Book ID
108370797
Publisher
Elsevier Science
Year
2000
Tongue
French
Weight
153 KB
Volume
56
Category
Article
ISSN
0040-4020

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Stereoselective synthesis of (1′S,3R,4R)
✍ Ivan Plantan; Michel Stephan; Uroš Urleb; Barbara Mohar 📂 Article 📅 2009 🏛 Elsevier Science 🌐 French ⚖ 218 KB

A stereoselective synthesis of (1 0 S,3R,4R)-4-acetoxy-3-(2 0 -fluoro-1 0 -trimethylsilyloxyethyl)-2-azetidinone as a new fluorine-containing intermediate towards b-lactams, is described. The synthetic key step relies upon the dynamic kinetic resolution (DKR) of ethyl 2-benzamidomethyl-4-fluoro-3-ox