The spiropiperidine-3,3′-oxindole scaffold: a type II β-turn peptide isostere

TETRAHEDRON

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Article

Lesma, Giordano¹  Landoni, Nicola¹  Sacchetti, Alessandro²  Silvani, Alessandra¹ 

[1] Univ Milan, Dipartimento Chim Organ & Ind, I-20133 Milan, Italy

[2] Politecn Milan, Dipartimento Chim Mat & Ingn Chim Giulio Natta, I-20131 Milan, Italy

关键词: Peptidomimetics;    Spiro compounds;    Metathesis;    Conformation analysis;    Oxindole;   

DOI  :  10.1016/j.tet.2010.04.077

来源: Elsevier

【 摘 要 】

An unprecedented chiral spiropiperidine oxindole system quaternary 3-aminooxindole and relying on a ring closing acts as an highly constrained Freidinger gamma-lactam, adopting assessed by modelling and spectroscopical studies. was synthesized starting from enantiopure metathesis as the key step. This compound a type II beta-turn conformation in solution, as (C) 2010 Elsevier Ltd. All rights reserved.

【 授权许可】

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