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<title>One-Pot Diastereoselective Synthesis of Pyrrolopiperazine-2,6-diones by a Ugi/Nucleophilic Substitution/N-Acylation Sequence</title>
<creator>González Saiz, Beatriz</creator>
<creator>Carreira Barral, Israel</creator>
<creator>Pertejo Fernández, Pablo</creator>
<creator>Gómez Ayuso, Javier</creator>
<creator>Quesada Pato, Roberto</creator>
<creator>García Valverde, María</creator>
<subject>Anions</subject>
<subject>Cesium</subject>
<subject>Inorganic carbon compounds</subject>
<subject>Mixtures</subject>
<subject>Solvents</subject>
<description>The diastereoselective synthesis of two families of pyrrolopiperazine-2,6-diones is presented. These compounds were prepared by one-pot Ugi/nucleophilic substitution/N-acylation/debenzoylation/(elimination) sequences. This novel route provides straightforward access to a wide variety of pyrrolopiperazine-2,6-diones with high chemical yields and complete diastereoselectivities. The proposed synthetic strategy poses a significant improvement compared to the syntheses of pyrrolopiperazine-2,6-diones previously described, as it allows introduction of different substituents to the C4 position and the diastereoselective generation of a new stereogenic center on the bridgehead carbon (C8a).</description>
<date>2022-07-20</date>
<date>2022-07-20</date>
<date>2022-07</date>
<type>info:eu-repo/semantics/article</type>
<identifier>0022-3263</identifier>
<identifier>http://hdl.handle.net/10259/6777</identifier>
<identifier>10.1021/acs.joc.2c00694</identifier>
<identifier>1520-6904</identifier>
<language>eng</language>
<relation>The Journal of Organic Chemistry. 2022, V. 87, n. 14, p. 9391–9398</relation>
<relation>https://doi.org/10.1021/acs.joc.2c00694</relation>
<relation>info:eu-repo/grantAgreement/AEI/Plan Estatal de Investigación Científica y Técnica y de Innovación 2017-2020/PID2020-117610RB-I00/ES/SMALL MOLECULE TRANSMEMBRANE ANION CARRIERS FOR BIOLOGICAL APPLICATIONS</relation>
<relation>info:eu-repo/grantAgreement/Junta de Castilla y León//BU067P20</relation>
<relation>info:eu-repo/grantAgreement/Junta de Castilla y León//BU075G19</relation>
<rights>http://creativecommons.org/licenses/by/4.0/</rights>
<rights>info:eu-repo/semantics/openAccess</rights>
<rights>Atribución 4.0 Internacional</rights>
<publisher>American Chemical Society</publisher>
</thesis></metadata></record></GetRecord></OAI-PMH>