A novel asymmetric synthesis of 2,5-dialkylpyrrolidines

Authors
Daley, V D'Angelo, J Cave, C Mahuteau, J Chiaroni, A Riche, C
Citation
V. Daley et al., A novel asymmetric synthesis of 2,5-dialkylpyrrolidines, TETRAHEDR L, 40(9), 1999, pp. 1657-1660
Citations number
5
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
40
Issue
9
Year of publication
1999
Pages
1657 - 1660
Database
ISI
SICI code
0040-4039(19990226)40:9<1657:ANASO2>2.0.ZU;2-N
Abstract
ZnCl2-promoted cyclization of enamino eater 8 furnished a 1.5: 1 mixture of pyrrolidines 9 and 10. NaBH4-reduction of this mixture gave cis and trans- 2,5-dialkylpyrrolidines 12 and 13 in the ratio 2:1. The latter derivative w as obtained in its 2S, 5S enantiomerically pure form. (C) 1999 Published by Elsevier Science Ltd. All rights reserved.