Tetrahedron

Design and synthesis of novel type VI-like β-turn mimetics. Diversity at the i+ 1 and the i+ 2 position

…, EV Van der Eycken, F Compernolle, GJ Hoornaert

Index: De Borggraeve, Wim M.; Verbist, Bie M.P.; Rombouts, Frederik J.R.; Pawar, Vijaykumar G.; Smets, Wim J.; Kamoune, Laila; Alen, Jo; Van Der Eycken, Erik V.; Compernolle, Frans; Hoornaert, Georges J. Tetrahedron, 2004 , vol. 60, # 50 p. 11597 - 11612

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Citation Number: 25

Abstract

In this paper, a synthetic approach for functionalised 5-aminopiperidinone-2-carboxylate (APC) systems as non-pro cis-peptide bond containing external β-turn mimics is presented. The scope and limitations of the synthetic method are discussed and the potential turn inducing properties of a model compound are evaluated by means of molecular modelling and NMR analysis.