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Saadi Samadi

Saadi Samadi

Academic rank: Associate Professor
ORCID:
Education: PhD.
ScopusId: 36017420200
Faculty: Faculty of Science
Address: Department of Chemistry, Faculty of Science, University of Kurdistan, Zip Code 66177-15175, Sanandaj, Iran.
Phone: 4264

Research

Title
Application of pyridyl Trost ligand in asymmetric allylic oxidation
Type
Presentation
Keywords
Kharasch–Sosnovsky reaction,enantiomeric excess,allylic oxidation, Trost ligand
Year
2012
Researchers Hamid Arvinnezhad ، Saadi Samadi ، Farbod Salahi ، Khosrow Jadidi

Abstract

Asymmetric allylic oxidation of olefins with peresters in the presence of copper salts (known as the Kharasch–Sosnovsky reaction) is a significant transformation in asymmetric organic synthesis. Through this reaction, a new functional group (carboxyl) is formed and the olefinic double bond isn’t changed [1]. In the course of our studying on asymmetric synthesis, at first the optically active pyridyl Trost ligand was easily prepared from available starting material [2] and then, we utilized this ligand in asymmetric allylic oxidation of cyclic olefins under various conditions. The best yields (93%) and reasonable enantiomeric excess (35%) was obtained in low temperature (-10 °C) and in the solvent of acetonitile and in the presence of catalytic amount of copper (I) hexafluorophosphate (10%). Also it was further to note that adding a few drops more of phenylhydrazine reduced reaction time and increased ee% of desirable allylic esters.