title: Stereospecific transformation of protected P-H group into P-O or P-N group in one-pot reaction.
abstract: A general and efficient procedure for converting 1,1-diethoxyalkylphosphinates into phosphonates or phosphonamides is described by the application of bromine with moderate to high yields and good purity in a one-pot reaction. H-Phosphinate reacts stereospecifically with bromine and subsequently couples with nucleophile to form the corresponding optically active R(1)P(O)(OEt)X with retention of configuration at the phosphorus center. For α-amino-H-phosphinates, the transformation could be realized without the protection of the amino group.
authors.affiliation: State Key Laboratory of Bio-organic and Natural Products Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, China.
authors.forename: Qiuli
authors.initials: Q
authors.lastname: Yao
authors.forename: Chengye
authors.initials: C
authors.lastname: Yuan
mesh_terms: D000577:Amides / Q000737:chemistry*; D015394:Molecular Structure; D063065:Organophosphonates / Q000737:chemistry*; D010721:Phosphinic Acids / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D000577:Amides; D063065:Organophosphonates; D010721:Phosphinic Acids