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<title>Reversal of diastereoselectivity in the synthesis of Peptidomimetic 3‑Carboxamide-1,4-benzodiazepin-5-ones</title>
<creator>Pertejo Fernández, Pablo</creator>
<creator>Corres, Nazaret</creator>
<creator>Torroba Pérez, Tomás</creator>
<creator>García Valverde, María</creator>
<description>Enantiopure 3-carboxamide-1,4-benzodiazepin-5-ones were synthesized via the Ugi reaction followed by the Staudinger/aza-Wittig or reduction reactions in only two steps. A complete reversal of diastereoselectivity was achieved depending on the cyclization methodology employed. The different orientation of the C3 substituent in our 3-substituted 1,4-benzodiazepin-5-ones with respect to the most studied 1,4-benzodiazepin-2-ones makes them complementary in the development of new drugs because the primary source of binding selectivity of 1,4-benzodiazepines is the selective recognition of ligand conformations by the receptor.</description>
<date>2017-07-27</date>
<date>2017-07-27</date>
<date>2015-02-06</date>
<type>info:eu-repo/semantics/article</type>
<identifier>1523-7060</identifier>
<identifier>http://hdl.handle.net/10259/4543</identifier>
<identifier>10.1021/ol503628r</identifier>
<language>eng</language>
<relation>Organic Letters. 2015, V. 17, n. 3, p. 612–615</relation>
<relation>http://dx.doi.org/10.1021/ol503628r</relation>
<relation>info:eu-repo/grantAgreement/EC/FP7/312411</relation>
<rights>info:eu-repo/semantics/openAccess</rights>
<publisher>American Chemical Society</publisher>
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