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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
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:
It is part of: Tetrahedron, 2020, vol. 61, p. 1-14
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ISSN: 0040-4020
Appears in Collections:Articles publicats en revistes (Farmacologia, Toxicologia i Química Terapèutica)

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