Journal article
Templated scaffolds of cis- and trans-tetrahydrofuran gamma-amino acids: gamma-azido-beta-hydroxy-tetrahydrofuran-2-carboxylates from pentono-delta-lactones
- Abstract:
- Short syntheses of enantiomeric templated scaffolds of cis- and trans-tetrahydrofuran γ-amino acids from pentono-δ-lactones derived from arabinose and ribose are reported; an unexpectedly efficient synthesis of a templated tetrahydrofuran β-amino acid by azide displacement of a triflate β to an ester function proceeds with remarkably little elimination. These materials should allow evaluation of such peptidomimetics to induce predisposition towards secondary structures. © 2003 Elsevier Ltd. All rights reserved.
- Publication status:
- Published
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- Publisher copy:
- 10.1016/S0040-4039(03)01415-1
Authors
- Journal:
- TETRAHEDRON LETTERS More from this journal
- Volume:
- 44
- Issue:
- 31
- Pages:
- 5847-5851
- Publication date:
- 2003-07-28
- DOI:
- ISSN:
-
0040-4039
- Language:
-
English
- Pubs id:
-
pubs:38707
- UUID:
-
uuid:08f7ea8c-51f5-4c01-a6ee-1555974a94ba
- Local pid:
-
pubs:38707
- Source identifiers:
-
38707
- Deposit date:
-
2012-12-19
- ARK identifier:
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- Copyright date:
- 2003
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