✦ LIBER ✦
Templated scaffolds of cis- and trans-tetrahydrofuran γ-amino acids: γ-azido-β-hydroxy-tetrahydrofuran-2-carboxylates from pentono-δ-lactones
✍ Scribed by Gangadharar J. Sanjayan; Alistair Stewart; Shuji Hachisu; Raquel Gonzalez; Mark P. Watterson; George W.J. Fleet
- Publisher
- Elsevier Science
- Year
- 2003
- Tongue
- French
- Weight
- 274 KB
- Volume
- 44
- Category
- Article
- ISSN
- 0040-4039
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✦ Synopsis
Short syntheses of enantiomeric templated scaffolds of cis-and trans-tetrahydrofuran g-amino acids from pentono-dlactones derived from arabinose and ribose are reported; an unexpectedly efficient synthesis of a templated tetrahydrofuran b-amino acid by azide displacement of a triflate b to an ester function proceeds with remarkably little elimination. These materials should allow evaluation of such peptidomimetics to induce predisposition towards secondary structures.