6533b838fe1ef96bd12a4652

RESEARCH PRODUCT

Access to α-Aminophosphonic Acid Derivatives and Phosphonopeptides by [Rh(P–OP)]-Catalyzed Stereoselective Hydrogenation

Arnald GrabulosaHéctor Fernández-pérezLucas CarrerasPaweł KafarskiPaweł LenartowiczAnton Vidal-ferran

subject

010405 organic chemistryChemistryLigandOrganic Chemistrychemistry.chemical_element010402 general chemistry01 natural sciencesMedicinal chemistry0104 chemical sciencesCatalysisRhodiumDerivative (finance)MoleculeStereoselectivity

description

The hydrogenation of N-substituted vinylphosphonates using rhodium complexes derived from P–OP ligands L1, ent-L1, or (R,R)-Me-DuPHOS as catalysts has been successfully accomplished, achieving very high levels of stereoselectivity (up to 99% ee or de). The described synthetic strategy allowed for the efficient preparation of α-aminophosphonic acid derivatives and phosphonopeptides, which are valuable building blocks for the preparation of biologically relevant molecules.

10.1021/acs.joc.0c00914https://doi.org/10.1021/acs.joc.0c00914