title: Synthesis and characterization of privileged monodentate phosphoramidite ligands and chiral Brønsted acids derived from d-mannitol.
abstract: The synthesis of several novel chiral phosphoramidite ligands (L1-L8) with C(2) symmetric, pseudo C(2) symmetric secondary amines and chiral Brønsted acids 1a,b has been achieved. These chiral auxiliaries were obtained from commercially available d-mannitol, and secondary amines in moderate to excellent yields. Excellent diastereoselectivites of ten chiral auxiliaries were obtained. The chiral phosphoramidite ligands and chiral Brønsted acids were fully characterized by spectroscopic methods.
authors.affiliation: Department of Chemistry, Faculty of Science, King Saud University, P.O. Box 2455, Riyadh 11451, Saudi Arabia.
authors.forename: Abdullah Mohammed A
authors.initials: AMA
authors.lastname: Al-Majid
authors.affiliation: Department of Chemistry, Faculty of Science, King Saud University, P.O. Box 2455, Riyadh 11451, Saudi Arabia.
authors.forename: Assem
authors.identifier: 0000-0002-7885-3201
authors.initials: A
authors.lastname: Barakat
authors.affiliation: Department of Chemistry, Faculty of Science, King Saud University, P.O. Box 2455, Riyadh 11451, Saudi Arabia.
authors.forename: Yahia Nasser
authors.identifier: 0000-0002-9762-0323
authors.initials: YN
authors.lastname: Mabkhot
authors.affiliation: Department of Chemistry, Faculty of Science, King Saud University, P.O. Box 2455, Riyadh 11451, Saudi Arabia.
authors.forename: Mohammad Shahidul
authors.identifier: 0000-0002-4612-5875
authors.initials: MS
authors.lastname: Islam
mesh_terms: D000143:Acids / Q000138:chemical synthesis* / Q000737:chemistry*; D002384:Catalysis; D007536:Isomerism; D008024:Ligands; D009682:Magnetic Resonance Spectroscopy; D008353:Mannitol / Q000737:chemistry*; D009943:Organophosphorus Compounds / Q000138:chemical synthesis* / Q000737:chemistry*
chemical_list: D000143:Acids; D008024:Ligands; D009943:Organophosphorus Compounds; C434331:phosphoramidite; D008353:Mannitol