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- W2949112059 abstract "In the field of peptidomimetics, major efforts have been focused on the design and synthesis of conformationally constrained compounds that mimic or induce reverse-turn motifs of peptides and proteins which are thought toplay important roles in recognition and biological activity. In this regard, a particularly attractive class of compounds are the azabicyclo[X.Y.O]alkane dipeptide mimics. We present our efforts on the design, synthesis, and conformational analysis of a series of rigid surrogates of dipeptide units for applications within constrained peptide analogues, for employment as inputs for combinatorial science and biological applications. Several general and versatile synthetic approaches have been conceived to deliver a variety of enantiomerically pure azabicycloalkanes. All of these methodologies rely on the construction of a 5-, 6-, or 7-membered lactam on a preformed proline based nucleus. Different strategies were adopted to perform the key cyclization step: a) radical addition to an olefinic double bond, b) alkylation of a malonate enolate, c) ring-closing metathesis (RCM), and d) lactam bond formation." @default.
- W2949112059 created "2019-06-27" @default.
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- W2949112059 date "2004-01-01" @default.
- W2949112059 modified "2023-10-18" @default.
- W2949112059 title "Design, Synthesis, Conformational Analysis and Application of Azabicycloalkane Amino Acids as Constrained Dipeptide Mimics" @default.
- W2949112059 cites W1566830427 @default.
- W2949112059 doi "https://doi.org/10.1055/s-2004-829540" @default.
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