From sequencamers to foldamers? Tetrameric furanose carbopeptoids from cis- and trans-5-aminomethyl-tetrahydrofuran-2-carboxylates

Authors
Long, DD Hungerford, NL Smith, MD Brittain, DEA Marquess, DG Claridge, TDW Fleet, GWJ
Citation
Dd. Long et al., From sequencamers to foldamers? Tetrameric furanose carbopeptoids from cis- and trans-5-aminomethyl-tetrahydrofuran-2-carboxylates, TETRAHEDR L, 40(11), 1999, pp. 2195-2198
Citations number
6
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
40
Issue
11
Year of publication
1999
Pages
2195 - 2198
Database
ISI
SICI code
0040-4039(19990312)40:11<2195:FSTFTF>2.0.ZU;2-H
Abstract
The synthesis of three stereoisomeric cis- and trans-5-azidomelhyl-tetrahyd rofuran-2-carboxylates in which a ketal-protected cis-diol unit is present is described. The monomers undergo efficient oligomerisation to tetrameric carbopeptoids in which the diol protection facilitates ready purification b y chromatography which augurs well for the formation of homogeneous higher polymers. (C) 1999 Elsevier Science Ltd. All rights reserved.