2024-03-28T09:00:31Zhttps://riubu.ubu.es/oai/requestoai:riubu.ubu.es:10259/45432022-12-19T11:19:05Zcom_10259_3924com_10259_5086com_10259_2604com_10259_4354col_10259_3925col_10259_4355
Repositorio Institucional de la Universidad de Burgos
author
Pertejo Fernández, Pablo
author
Corres, Nazaret
author
Torroba Pérez, Tomás
author
García Valverde, María
2017-07-27T11:07:43Z
2017-07-27T11:07:43Z
2015-02-06
1523-7060
http://hdl.handle.net/10259/4543
10.1021/ol503628r
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.
eng
Reversal of diastereoselectivity in the synthesis of Peptidomimetic 3‑Carboxamide-1,4-benzodiazepin-5-ones
info:eu-repo/semantics/article
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URL
https://riubu.ubu.es/bitstream/10259/4543/1/Pertejo-OL_2015.pdf
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https://riubu.ubu.es/bitstream/10259/4543/3/Pertejo-OL_2015.pdf.txt
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Pertejo-OL_2015.pdf.txt