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Synthesis and Use of Achiral Oxazolidine-2-thiones in Selective Preparation of trans 2,5-Disubstituted Tetrahydrofurans

✍ Scribed by Gaël Jalce; Xavier Franck; Bruno Figadère


Publisher
John Wiley and Sons
Year
2009
Tongue
English
Weight
245 KB
Volume
2009
Category
Article
ISSN
1434-193X

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✍ Wieslaw Gessner; Kimio Takahashi; Arnold Brossi; Marek Kowalski; Michael A. Kali 📂 Article 📅 1987 🏛 John Wiley and Sons 🌐 German ⚖ 580 KB

A 7-step synthesis of (\*)-trans-2-butyl-5-heptylpyrrolidine (14) from the Lukes-Sorm dilactam 1 was accomplished in 6 % overall yield without counting for a reconversion of cis-isomer 13 into trans-isomer 14 which was also accomplished. Reduction of pyrroline 12, the precursor of 14, with NaBH, aff