Please use this identifier to cite or link to this item: http://hdl.handle.net/2445/162698
Title: Generation of acyclic chiral building blocks containing a quaternary stereocenter. Formal synthesis of alkaloids of the leuconolam-leuconoxine-mersicarpine group
Author: Ordeix Utiel, Sergi
Alcaraz Argente, Marta
Llor Brunés, Núria
Calbó Zabala, Arnau
Bosch Cartes, Joan
Amat Tusón, Mercedes
Keywords: Lactames
Alcaloides
Lactams
Alkaloids
Issue Date: 4-Feb-2020
Publisher: Elsevier B.V.
Abstract: 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
Note: Versió postprint del document publicat a: https://doi.org/10.1016/j.tet.2020.131017
It is part of: Tetrahedron, 2020, vol. 61, p. 1-14
URI: http://hdl.handle.net/2445/162698
Related resource: https://doi.org/10.1016/j.tet.2020.131017
ISSN: 0040-4020
Appears in Collections:Articles publicats en revistes (Farmacologia, Toxicologia i Química Terapèutica)

Files in This Item:
File Description SizeFormat 
699806.pdf367.58 kBAdobe PDFView/Open    Request a copy


Embargat   Document embargat fins el 4-2-2022


This item is licensed under a Creative Commons License Creative Commons