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Please use this identifier to cite or link to this item: https://hdl.handle.net/2445/162698
Generation of acyclic chiral building blocks containing a quaternary stereocenter. Formal synthesis of alkaloids of the leuconolam-leuconoxine-mersicarpine group
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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
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ORDEIX I UTIEL, Sergi, et al. Generation of acyclic chiral building blocks containing a quaternary stereocenter. Formal synthesis of alkaloids of the leuconolam-leuconoxine-mersicarpine group. Tetrahedron. 2020. Vol. 61, num. 1-14. ISSN 0040-4020. [consulted: 6 of June of 2026]. Available at: https://hdl.handle.net/2445/162698