4.6 Article

Efficient synthesis of chiral γ-aminobutyric esters via direct rhodium-catalysed enantioselective hydroaminomethylation of acrylates

Journal

CATALYSIS SCIENCE & TECHNOLOGY
Volume 10, Issue 3, Pages 630-634

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c9cy01797f

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Funding

  1. Ministerio de Economia y Competitividad
  2. Fondo Europeo de Desarrollo Regional FEDER (AEI/FEDER, UE) [CTQ2016-75016-R]
  3. chromatography unit from ICQ
  4. X-Ray diffraction unit from ICQ
  5. [BES-2014-069199]

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The successful rhodium catalysed asymmetric intermolecular hydroaminomethylation (HAM) of alkenes using a single catalyst bearing the (R,R)-QuinoxP* ligand is reported. The HAM of alpha-alkyl acrylates is revealed to be an efficient tool for the regio- and enantioselective synthesis of gamma-amino esters with ees up to 86%. HPNMR experiments provided insights into the reaction mechanism.

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