Stereocontrolled Synthesis of Enantiopure Substituted 4-Aminopyrrolidin-2-ones

✍ Scribed by Nicole Langlois; Olivier Calvez; Marie-Odile Radom

• Publisher: Elsevier Science
• Year: 1997
• Tongue: French
• Weight: 499 KB
• Volume: 38
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(97)10216-7

✦ Synopsis

The highly diastereoselective conjugate addition of N-benzylhydroxylamineand bcrrzylarnine to ce#+maaturated taetam3 providedan efficiententryto enantiopurc (4S,5S)-4-amino-5-hydroxymethylpyrmlidin-2+mes. Q 1997131sevier ScienceLtd.

Enantiomerically pure 4-arninopyrrolidin-2-onesare useful precursors of interesting bioactive products such as y-lactrtmbridged dipeptides.1 Furthermore, the related 3-aminopyrrolidines,readily obtained by carbonyl reduction, are constituents of several medicinal compounds,z particularly of antibacterialquinolones.s r Ph NR