Asymmetric synthesis of 1,3-and 1,3,4-substituted pyrrolidines

Authors
Lin, J Chan, WH Lee, AWM Wong, WY Huang, PQ
Citation
J. Lin et al., Asymmetric synthesis of 1,3-and 1,3,4-substituted pyrrolidines, TETRAHEDR L, 41(16), 2000, pp. 2949-2951
Citations number
6
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
41
Issue
16
Year of publication
2000
Pages
2949 - 2951
Database
ISI
SICI code
0040-4039(20000415)41:16<2949:ASO11P>2.0.ZU;2-U
Abstract
Diastereoselective alkylation of N-acylnorbornene sultams 2 afforded a vari ety of enantiomerically pure products 3a-3e. Reduction with LiAlH4 (LAH) fo llowed by ditosylation furnished chiral 1,4-ditosylates 5a-5e which underwe nt a cyclization reaction with primary amines to afford chiral 1,3- and 1,3 ;4-substituted pyrrolidines. (C) 2000 Elsevier Science Ltd. All rights rese rved.