title: Double nucleophilic 1,2-addition of silylated dialkyl phosphites to 4-phosphono-1-aza-1,3-dienes: synthesis of gamma-phosphono-alpha-aminobisphosphonates.
abstract: gamma-Phosphono-alpha-aminobisphosphonates were synthesized from a new class of 4-phosphono-1-aza-1,3-dienes by the addition of dialkyl trimethylsilyl phosphites to these azadienes in the presence of acid. Depending on the steric demand of the group on nitrogen, double 1,2-addition or tandem 1,4-1,2-addition occurred.
authors.affiliation: Research Group SynBioC, Department of Organic Chemistry, Faculty of Bioscience Engineering, Ghent University, Coupure Links 653, B-9000, Ghent, Belgium.
authors.forename: Kurt G R
authors.initials: KG
authors.lastname: Masschelein
authors.forename: Christian V
authors.initials: CV
authors.lastname: Stevens
mesh_terms: D000143:Acids / Q000737:chemistry; D000473:Alkanes / Q000737:chemistry*; D001372:Aza Compounds / Q000737:chemistry*; D004164:Diphosphonates / Q000737:chemistry*; D008956:Models, Chemical; D009584:Nitrogen / Q000737:chemistry; D017646:Organosilicon Compounds / Q000737:chemistry*; D017905:Phosphites / Q000737:chemistry*
chemical_list: D000143:Acids; D000473:Alkanes; D001372:Aza Compounds; D004164:Diphosphonates; D017646:Organosilicon Compounds; D017905:Phosphites; D009584:Nitrogen