Enantioselective Intramolecular Reductive Heck Reaction with a Palladium/Monodentate Phosphoramidite Catalyst

Open Access
Authors
  • S. Mannathan
  • S. Raoufmoghaddam
  • J.N.H. Reek
  • J.G. de Vries
  • A.J. Minnaard
Publication date 21-02-2017
Journal ChemCatChem
Volume | Issue number 9 | 4
Pages (from-to) 551-554
Number of pages 4
Organisations
  • Faculty of Science (FNWI) - Van 't Hoff Institute for Molecular Sciences (HIMS)
  • Faculty of Science (FNWI)
Abstract A palladium-catalyzed enantioselective reductive Heck reaction of enones using monodentate phosphoramidite ligands is described. α,α,α’,α’-tetraaryl-1,3-dioxolane-4,5-dimethanol (TADDOL)-based phosphoramidites with palladium(II) acetate, and N-methyl dicyclohexylamine as reducing agent gives the reductive Heck product in high yields and enantioselectivities of up to 90 %. The solvent plays an important role and in diethyl carbonate, the chemo- and enantioselectivity appeared to be the highest.
Document type Article
Note Special Issue: GeCatS -- 50. Jahrestreffen Deutscher Katalytiker
Language English
Published at https://doi.org/10.1002/cctc.201601153
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