0000000000482309

AUTHOR

Marie-joëlle Ondel-eymin

showing 2 related works from this author

Stereoselective synthesis of unsaturated and functionalized L-NHBoc amino acids, using Wittig reaction under mild phase-transfer conditions.

2012

The stereoselective synthesis of a new amino acid phosphonium salt was described by quaternization of melting triphenylphosphine with the γ-iodo NHBoc-amino ester, derived from L-aspartic acid. The deprotection of the carboxylic acid function to afford the phosphonium salt with a free carboxylic acid group was achieved by a palladium-catalyzed desallylation reaction. This phosphonium salt was used in the Wittig reaction with aromatic or aliphatic aldehydes and trifluoroacetophenone, under solid-liquid phase-transfer conditions in chlorobenzene and in the presence of K(3)PO(4) as weak base, to afford the corresponding unsaturated amino acids without racemization. Thus, the reaction with subs…

chemistry.chemical_classificationTrifluoromethylDieneCarboxylic acidOrganic ChemistryMolecular ConformationPhosphonium saltStereoisomerismPhase TransitionAmino acidchemistry.chemical_compoundchemistryWittig reactionOrganic chemistryTriphenylphosphineAmino AcidsRacemizationThe Journal of organic chemistry
researchProduct

Enantioselective Hydrogenation Catalysis Aided by a σ-Bonded Calix[4]arene to a P-Chirogenic Aminophosphane Phosphinite Rhodium Complex

2010

The first P-chirogenic aminophosphane−phosphinite (AMP*P) ligand (4a) supported on the upper rim of a calix[4]arene moiety was synthesized in two steps using the ephedrine methodology. Ligand 4a wa...

PhosphiniteLigandOrganic ChemistryEnantioselective synthesischemistry.chemical_elementMedicinal chemistryRhodiumInorganic Chemistrychemistry.chemical_compoundHydrogenation catalysischemistryMoietyOrganic chemistryPhysical and Theoretical ChemistryOrganometallics
researchProduct