Fluorinated and iodinated templates for syntheses of β-turn peptidomimetics
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Various 2-fluoro-5-nitrobenzoic acids and the homocysteine derivative 2 have been combined in solid phase syntheses of the peptidomimetic types 3-6. NMR and CD data collected for some of these compounds indicate that a transannular SO to HN hydrogen bond stabilizes β-turn conformations for the sulfones and one of the sulfoxide epimers. An extensive library of compounds was made and studied to test this assertion. © 2002 Elsevier Science Ltd. All rights reserved.
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