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

Abstract:
Two tetrahydrofuran-based γ-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. © 2006 Elsevier Ltd. All rights reserved.
Publication status:
Published

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Publisher copy:
10.1016/j.tet.2006.05.067

Authors

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Institution:
University of Oxford
Division:
MPLS
Department:
Chemistry
Sub department:
Organic Chemistry
Role:
Author


Journal:
TETRAHEDRON More from this journal
Volume:
62
Issue:
33
Pages:
7718-7725
Publication date:
2006-08-14
DOI:
ISSN:
0040-4020


Language:
English
Keywords:
Pubs id:
pubs:40017
UUID:
uuid:182f864c-9424-49cb-bcfa-11b800d16213
Local pid:
pubs:40017
Source identifiers:
40017
Deposit date:
2012-12-19
ARK identifier:

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