title: Selective Monoesterification of Symmetrical Diols Using Resin-Bound Triphenylphosphine.
abstract: Coupling reactions to make esters and amides are among the most widely used organic transformations. We report efficient procedures for amide bond formation and for the monoesterification of symmetrical diols in excellent yields without any requirement for high dilution or slow addition using resin-bound triarylphosphonium iodide. Easy purification, low moisture sensitivity, and good to excellent yields of the products are the major advantages of this protocol.
authors.affiliation: Department of Chemistry, National Institute of Technology Silchar , Silchar, Assam 788010, India.
authors.forename: Gunindra
authors.initials: G
authors.lastname: Pathak
authors.affiliation: Department of Chemistry, National Institute of Technology Silchar , Silchar, Assam 788010, India.
authors.forename: Samuel Lalthazuala
authors.initials: SL
authors.lastname: Rokhum
mesh_terms: D000577:Amides / Q000138:chemical synthesis / Q000737:chemistry; D004952:Esters / Q000138:chemical synthesis; D007202:Indicators and Reagents; D009943:Organophosphorus Compounds / Q000737:chemistry*; D010880:Piperidines / Q000737:chemistry
chemical_list: D000577:Amides; D004952:Esters; D007202:Indicators and Reagents; D009943:Organophosphorus Compounds; D010880:Piperidines; C061896:triphenylphosphine; C042375:4-diphenylacetoxy-1,1-dimethylpiperidinium
keywords: 4-DMAP; amides; monoesterification; resin-bound triphenylphosphine; selectivity; symmetrical diols