Asymmetric synthesis of the two enantiomers of β-phosphorus-containing α-amino acids <i>via</i> hydrophosphinylation and hydrophosphonylation of chiral Ni(<scp>ii</scp>)-complexes
Yoshinori Tokairin, Hiroyuki Konno, Angéline Noireau, Caroline West, Hiroki Moriwaki, Vadim A. Soloshonok, Cyril Nicolas, Isabelle Gillaizeau
Abstract
A new approach for the synthesis of the two enantiomers of β-phosphorus-containing α-amino acids was developed <italic>via</italic> Michael addition of secondary phosphine oxides and dialkyl phosphites to chiral Ni(<sc>ii</sc>)-complexes of a dehydroalanine-Schiff base.
Topics & Concepts
ChemistryEnantiomerDehydroalaninePhosphineAmino acidDiastereomerPhosphorusStereochemistryMedicinal chemistryOrganic chemistryCatalysisBiochemistryOrganophosphorus compounds synthesisAsymmetric Hydrogenation and CatalysisChemical Synthesis and Analysis