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Carbohydrate-derived conformationally restricted bicyclic dipeptides as potential hetero foldamer building blocks
, V.G. Puranik, G.J. Sanjayan
Published in
Volume: 23
Issue: 18-19
Pages: 1400 - 1404
Starting from carbohydrate precursors, hetero foldamer building blocks featuring diverse amino acid side chains and stereochemistry have been accessed via a multi-step synthetic protocol. These conformationally restricted bicyclic dipeptide building blocks are characterized by a constrained β-lactam ring fused with a pyrrolidine ring carrying a hydroxyethylamine isostere (HEA) on the backbone. These building blocks offer the possibility of developing foldamers with interesting structural architectures, conspicuously different from those classically observed. Furthermore, such hetero-building blocks have the potential to augment the conformational space available for foldamer design with diverse backbone conformations and structural architectures. © 2012 Elsevier Ltd. All rights reserved.
About the journal
JournalTetrahedron Asymmetry