Generation of acyclic chiral building blocks containing a quaternary stereocenter. Formal synthesis of alkaloids of the leuconolam-leuconoxine-mersicarpine group
作者： Sergi Ordeix , Marta Alcaraz , Núria Llor , Arnau Calbó , Joan Bosch
DOI: 10.1016/J.TET.2020.131017
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摘要: 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 stereocenter-containing building blocks, such as 2,2-disubstituted 5-aminopentanols and 4,4-disubstituted O-protected 5-hydroxypentanoic acids 5-hydroxypentanenitriles. enantioselective synthesis Kerr’s intermediate, an advanced synthetic precursor alkaloids leuconolam-leuconoxine-mersicarpine group, is reported from one these aminopentanols.
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