2025/12/5
Akram Ashouri

Akram Ashouri

Academic rank: Assistant Professor
ORCID:
Education: PhD.
H-Index:
Faculty: Faculty of Science
ScholarId:
E-mail: a.ashouri [at] uok.ac.ir
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Research

Title
Design and synthesis of air-stable, storable chiral phosphoramidite ligands for transition-metal-catalyzed enantioselective reactions
Type
JournalPaper
Keywords
Phosphoramidite ligands Chiral ligands Asymmetric arylation Asymmetric conjugate addition Air-stable ligands
Year
2025
Journal Tetrahedron
DOI
Researchers Behzad Nasiri ، Akram Ashouri ، Mario Waser

Abstract

The synthesis of a new family of phosphoramidite ligands is described through a straightforward two-step process. Selective reduction of cyclohexane dinitriles afforded novel amines, which were subsequently reacted with BINOL-chlorophosphites to yield the corresponding phosphoramidites. Remarkably, these ligands exhibited exceptional stability against air, moisture, and in solution, as confirmed by 31P NMR spectroscopy. The performance of these ligands was assessed in two benchmark asymmetric reactions—the rhodium-catalyzed arylation of aldehydes and the copper-catalyzed conjugate addition of diethyl zinc to chalcones—demonstrating notable influence of the ligand structure.