5-Oxobenzo[e][1,4]diazepine-3-carboxamides were synthesized by sequential Ugi reaction−Staudinger/aza-Wittig cyclization. The pseudopeptidic backbone of the new benzodiazepine derivatives superimposed well with type I, I′, II, and II′ β-turn motifs. The intermediate Ugi adducts were characterized as two conformers of the enol form by the correlation between 1H NMR spectra and X-ray diffraction structures of model compounds.

Synthesis of Benzodiazepine beta-Turns Mimetics by an Ugi 4-CC/Staudinger/Aza-Wittig Sequence. Solving the Conformational Behavior of the Ugi-4CC Adducts / M.Sanudo; M.Garcia-Valverde; S.Marcaccini; J.J.Delgado; J.Rojo; T. Torroba. - In: JOURNAL OF ORGANIC CHEMISTRY. - ISSN 0022-3263. - STAMPA. - 74:(2009), pp. 2189-2192.

Synthesis of Benzodiazepine beta-Turns Mimetics by an Ugi 4-CC/Staudinger/Aza-Wittig Sequence. Solving the Conformational Behavior of the Ugi-4CC Adducts

MARCACCINI, STEFANO;
2009

Abstract

5-Oxobenzo[e][1,4]diazepine-3-carboxamides were synthesized by sequential Ugi reaction−Staudinger/aza-Wittig cyclization. The pseudopeptidic backbone of the new benzodiazepine derivatives superimposed well with type I, I′, II, and II′ β-turn motifs. The intermediate Ugi adducts were characterized as two conformers of the enol form by the correlation between 1H NMR spectra and X-ray diffraction structures of model compounds.
2009
74
2189
2192
M.Sanudo; M.Garcia-Valverde; S.Marcaccini; J.J.Delgado; J.Rojo; T. Torroba
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Utilizza questo identificatore per citare o creare un link a questa risorsa: https://hdl.handle.net/2158/369564
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