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A novel series of oligomers from 4-aminomethyl-tetrahydrofuran-2-carboxylates with 2,4-cis and 2,4-trans stereochemistry

Edwards, Alison A., Sanjayan, Gangadhar J., Haschisu, Shuji, Tranter, George E., Fleet, George W.J. (2006) A novel series of oligomers from 4-aminomethyl-tetrahydrofuran-2-carboxylates with 2,4-cis and 2,4-trans stereochemistry. Tetrahedron, 62 (33). pp. 7718-7725. ISSN 0040-4020. (doi:10.1016/j.tet.2006.05.067) (Access to this publication is currently restricted. You may be able to access a copy if URLs are provided) (KAR id:4897)

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http://dx.doi.org/10.1016/j.tet.2006.05.067

Abstract

Two tetrahydrofuran-based g-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.

Item Type: Article
DOI/Identification number: 10.1016/j.tet.2006.05.067
Subjects: Q Science
Divisions: Faculties > Sciences > Medway School of Pharmacy
Depositing User: Alison Edwards
Date Deposited: 02 Sep 2008 06:40 UTC
Last Modified: 12 Feb 2020 04:00 UTC
Resource URI: https://kar.kent.ac.uk/id/eprint/4897 (The current URI for this page, for reference purposes)
Edwards, Alison A.: https://orcid.org/0000-0002-4637-9373
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