A novel acid stable/base labile carbamate linker for N-acyliminium ion reactions on solid support

Authors
Veerman, JJN Rutjes, FPJT van Maarseveen, JH Hiemstra, H
Citation
Jjn. Veerman et al., A novel acid stable/base labile carbamate linker for N-acyliminium ion reactions on solid support, TETRAHEDR L, 40(33), 1999, pp. 6079-6082
Citations number
12
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
40
Issue
33
Year of publication
1999
Pages
6079 - 6082
Database
ISI
SICI code
0040-4039(19990813)40:33<6079:ANASLC>2.0.ZU;2-#
Abstract
The development of a novel carbamate linker optimized for solid phase N-acy liminium ion chemistry is reported. Some 2- and 2,4-substituted pyrrolidine s were synthesized via addition of several carbon nucleophiles to immobiliz ed N-acyliminium ions. A beta-sulfonylethyl carbamate linker appeared espec ially useful; readily synthesized, stable towards Lewis acids and easily cl eavable. (C) 1999 Elsevier Science Ltd. All rights reserved.