An alternative stereoselective synthesis of protected trans-5-alkyl-4-hydroxy-2-pyrrolidinones

Citation
Pq. Huang et al., An alternative stereoselective synthesis of protected trans-5-alkyl-4-hydroxy-2-pyrrolidinones, SYN COMMUN, 30(13), 2000, pp. 2259-2268
Citations number
26
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
SYNTHETIC COMMUNICATIONS
ISSN journal
00397911 → ACNP
Volume
30
Issue
13
Year of publication
2000
Pages
2259 - 2268
Database
ISI
SICI code
0039-7911(2000)30:13<2259:AASSOP>2.0.ZU;2-S
Abstract
A flexible approach to protected trans-5-alkyl-4-hydroxy-2-pyrrolidinones w as described. The key step involved the alpha-amidoalkylation of benzenesul fone derived from (S)-malic acid, with organozinc reagents generated in sit u from Grignard reagents and anhydrous ZnCl2. OEt2.