Skip to Main content Skip to Navigation
Journal articles

Biphasic Glycerol/2-MeTHF, Ruthenium-Catalysed Enantioselective Transfer Hydrogenation of Ketones Using Sodium Hypophosphite as Hydrogen Donor

Carole Guyon 1 Estelle Métay 1 Nicolas Duguet 1 Marc Lemaire 1
1 CASYEN - Catalyse Synthèse et Environnement
ICBMS - Institut de Chimie et Biochimie Moléculaires et Supramoléculaires
Abstract : Sodium hypophosphite has been used as an efficient hydrogen donor in the transfer hydrogenation of aliphatic and aromatic ketones in the presence of [RuCl2(p-cymene)]2 and 2,2′-bipyridine in water. The corresponding alcohols were isolated in moderate to excellent yields (39–95 %). Good chemoselectivity was observed with ester, nitrile and halide functionalities in the ketones not being reduced. An enantioselective version of the reaction using [RuCl(p-cymene){(R,R)-TsDPEN}] as catalyst in a glycerol/2-MeTHF biphasic solvent mixture has been developed and allowed the reduction of (hetero)aromatic ketones with excellent chemo- and enantioselectivities (up to 97 % ee).
Document type :
Journal articles
Complete list of metadata

https://hal-univ-lyon1.archives-ouvertes.fr/hal-03249234
Contributor : Marie-Gabrielle Chautard <>
Submitted on : Friday, June 4, 2021 - 8:59:13 AM
Last modification on : Friday, June 25, 2021 - 7:38:02 PM
Long-term archiving on: : Sunday, September 5, 2021 - 6:23:45 PM

File

Eur_J_Org_Chem_2013_19_5439-54...
Files produced by the author(s)

Identifiers

Citation

Carole Guyon, Estelle Métay, Nicolas Duguet, Marc Lemaire. Biphasic Glycerol/2-MeTHF, Ruthenium-Catalysed Enantioselective Transfer Hydrogenation of Ketones Using Sodium Hypophosphite as Hydrogen Donor. European Journal of Organic Chemistry, Wiley-VCH Verlag, 2013, 2013 (24), pp.5439-5444. ⟨10.1002/ejoc.201300506⟩. ⟨hal-03249234⟩

Share

Metrics

Record views

24

Files downloads

13