Novel series of oligomers from 4-aminomethyl-tetrahydrofuran-2-carboxylates with 2,4-cis and 2,4-trans stereochemistry
Title | Novel series of oligomers from 4-aminomethyl-tetrahydrofuran-2-carboxylates with 2,4-cis and 2,4-trans stereochemistry |
Publication Type | Journal Article |
Year of Publication | 2006 |
Authors | Edwards, AA, Sanjayan, GJ, Hachisu, S, Tranter, GE, Fleet, GWJ |
Journal | Tetrahedron |
Volume | 62 |
Issue | 33 |
Pagination | 7718-7725 |
Date Published | AUG |
Type of Article | Article |
ISSN | 0040-4020 |
Keywords | Foldamers, gamma amino acids, Peptidomimetics, sugar amino acids |
Abstract | Two tetrahydrofuran-based y-amino acids [2,4-cis and 2,4-trans] were subjected to iterative peptide-coupling procedures to afford dimeric, tetrameric and hexameric carbopeptoids in good yield. These homooligomers were prepared for secondary structural study-to ascertain the conformational preference inherent in the monomer units. The L-xylo oligomers were protected with triethylsilyl ethers to increase the range of solvents suitable for structural investigation. Initial secondary structure data indicate the presence of hydrogen-bonded conformations in the L-ribo series. (c) 2006 Elsevier Ltd. All rights reserved. |
DOI | 10.1016/j.tet.2006.05.067 |
Type of Journal (Indian or Foreign) | Foreign |
Impact Factor (IF) | 2.645 |
Divison category:
Organic Chemistry