ChemInform Abstract: Stereoselective Synthesis of Enantiomerically Pure Isoxazolidine-Fused δ-Lactams.
✍ Scribed by Ugo Chiacchio; Antonino Corsaro; Anna Piperno; Antonio Rescifina; Giovanni Romeo; Roberto Romeo
- Publisher
- John Wiley and Sons
- Year
- 2010
- Weight
- 35 KB
- Volume
- 30
- Category
- Article
- ISSN
- 0931-7597
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✦ Synopsis
Stereoselective Synthesis of Enantiomerically Pure Isoxazolidine-Fused δ-Lactams.
-Starting from homochiral amido aldehydes (V) and (XIII) which possess a chiral center in α-position with respect to nitrone functionality, the homochiral S-lactams (VII) and (XV) containing four contiguous chiral centers are synthesized. The selective ring cleavage of the isoxazolidine nucleus in (VIIa) constitutes a new easy entry to the stereoselective formation of piperidines and indolizidines with high diastereoselection and optical purity. -
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