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Título: | Generation of acyclic chiral building blocks containing a quaternary stereocenter. Formal synthesis of alkaloids of the leuconolam-leuconoxine-mersicarpine group |
Autor: | Ordeix i Utiel, Sergi Alcaraz Argente, Marta Llor Brunés, Núria Calbó Zabala, Arnau Bosch Cartes, Joan Amat Tusón, Mercedes |
Materia: | Lactames Alcaloides Lactams Alkaloids |
Fecha de publicación: | 4-feb-2020 |
Publicado por: | Elsevier B.V. |
Resumen: | The stereocontrolled dialkylation at the carbonyl α-position of simple phenylglycinol-derived oxazolopiperidone lactams generates chiral scaffolds bearing a quaternary stereocenter, which are converted to acyclic quaternary stereocenter-containing chiral building blocks, such as 2,2-disubstituted 5-aminopentanols and 4,4-disubstituted O-protected 5-hydroxypentanoic acids and 5- hydroxypentanenitriles. The enantioselective synthesis of Kerr's intermediate, anadvanced synthetic precursor of the alkaloids of the leuconolam-leuconoxine-mersicarpine group, is reported from one of these aminopentanols |
Nota: | Versió postprint del document publicat a: https://doi.org/10.1016/j.tet.2020.131017 |
Es parte de: | Tetrahedron, 2020, vol. 61, p. 1-14 |
URI: | https://hdl.handle.net/2445/162698 |
Recurso relacionado: | https://doi.org/10.1016/j.tet.2020.131017 |
ISSN: | 0040-4020 |
Aparece en las colecciones: | Articles publicats en revistes (Farmacologia, Toxicologia i Química Terapèutica) |
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