title: Stereospecific coupling of H-phosphinates and secondary phosphine oxides with amines and alcohols: a general method for the preparation of optically active organophosphorus acid derivatives.
abstract: The reaction of H-phosphinates and secondary phosphine oxides with amines and alcohols proceeds highly stereospecifically to give the corresponding coupling products with inversion of configuration at the phosphorus center under the Atherton-Todd reaction conditions. This finding leads to the establishment of a general and efficient method for the synthesis of a variety of optically active organophosphorus acid derivatives from the easily available chiral H-phosphinates and secondary phosphine oxides.
authors.affiliation: Department of Chemistry and Key Laboratory for Chemical Biology of Fujian Province, Xiamen University, Xiamen 361005, China.
authors.forename: Gang
authors.initials: G
authors.lastname: Wang
authors.forename: Ruwei
authors.initials: R
authors.lastname: Shen
authors.forename: Qing
authors.initials: Q
authors.lastname: Xu
authors.forename: Midori
authors.initials: M
authors.lastname: Goto
authors.forename: Yufen
authors.initials: Y
authors.lastname: Zhao
authors.forename: Li-Biao
authors.initials: LB
authors.lastname: Han
mesh_terms: D000438:Alcohols / Q000737:chemistry; D000588:Amines / Q000737:chemistry; D008722:Methods; D009904:Optical Rotation; D009943:Organophosphorus Compounds / Q000138:chemical synthesis*; D010087:Oxides / Q000737:chemistry; D010720:Phosphines / Q000737:chemistry; D010757:Phosphorous Acids / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D000438:Alcohols; D000588:Amines; D009943:Organophosphorus Compounds; D010087:Oxides; D010720:Phosphines; D010757:Phosphorous Acids; C044646:phosphine; C043639:metaphosphoric acid