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

Edwards, Alison A. and Sanjayan, Gangadhar J. and Haschisu, Shuji and Tranter, George E. and 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. (Access to this publication is restricted)

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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
Subjects: Q Science
Divisions: Faculties > Science Technology and Medical Studies > Medway School of Pharmacy
Depositing User: Alison Edwards
Date Deposited: 02 Sep 2008 06:40
Last Modified: 06 May 2014 08:58
Resource URI: http://kar.kent.ac.uk/id/eprint/4897 (The current URI for this page, for reference purposes)
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