Journal
PROTEIN AND PEPTIDE LETTERS
Volume 15, Issue 9, Pages 980-984Publisher
BENTHAM SCIENCE PUBL LTD
DOI: 10.2174/092986608785849380
Keywords
gamma-turn; conformationally constrained; peptidomimetic; enantioselective Diels-Alder; iodolactamization; conformational analysis
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An efficient asymmetric synthesis of 6-aminobicyclo[2.2.1]heptane-2-carboxylic acid as a novel gamma-turn mimic has been achieved. Structural analysis of the gamma-amino acid derivative was carried out using H-1 NMR spectroscopy and intramolecular hydrogen bonding between side chain amides confirmed the turn structure, which had been predicted by Ab initio computational study.
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