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Stereoselective alkylation of chiral pyrrolidin-2-ones leading to novel conformationally restricted analogues of 3-methylaspartic acid: a computational investigation

✍ Scribed by Roberta Galeazzi, Gianluca Martelli…


Book ID
120919729
Publisher
Springer Vienna
Year
2012
Tongue
English
Weight
687 KB
Volume
143
Category
Article
ISSN
0026-9247

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From pyrrolidin-2-ones to 3-aza-2-oxobic
✍ Roberta Galeazzi; Giovanna Mobbili; Mario Orena 📂 Article 📅 1999 🏛 Elsevier Science 🌐 French ⚖ 563 KB

By changing the cyclisation conditions (Nail in THF or NaOEt in EtOH), an enantiopure malonamide containing an enoate acceptor afforded either diastereomeric pyrrolidin-2-one 3 or 4 as the major product of the intramolecular conjugate addition. After separation, both diastereomers were converted thr